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"Cyclizative Atmospheric CO2 Fixation by Unsaturated Amines with t-BuOI Leading to Cyclic Carbamates"

"Cyclizative Atmospheric CO₂ Fixation by Unsaturated Amines with t-BuOI Leading to Cyclic Carbamates"
Youhei Takeda, Sota Okumura, Saori Tone, Itsuro Sasaki, and Satoshi Minakata*
Org. Lett. 2012, 14, 4874–4877. DOI: 10.1021/ol302201q 

* Highlighted in "Noteworthy Chemistry" (ACS, October 1, 2012)! （see the detail）
Abstract: A cyclizative atmospheric CO₂ fixation by unsaturated amines such as allyl and propargyl amines under mild reaction conditions, efficiently leading to cyclic carbamates bearing a iodomethyl group, have been developed utilizing tert-butyl hypoiodite (t-BuOI).

Organic chemistry: smelly and difficult?

Organic chemistry can appear unattractive to some students at first glance. The terminology it uses can make some see it as a difficult section of chemistry to understand. Fears of the subject area can then be compounded by the complexity of some organic compounds, the requirement to visualise them in 3D and a perceived need to rote learn lots of information. But there are many ways to help students see organic chemistry in all its glory.http://www.rsc.org/eic/2014/07/organic-chemistry-teaching-learning

Student difficulties

Would your students be able to spot the chiral carbon atom? © Image courtesy of David Everett

Carbon-based materials are all around us and the diversity of these makes the study of carbon compounds both interesting and confusing. The very word organic has several meanings which may be more familiar to students, referring to the way some food products are produced or to living materials. The terminology we use can be a barrier to learning as students struggle with a whole new ‘language’ of specific terms which, designed to systematise nomenclature, can muddy the waters as we introduce new names for familiar materials. Ethanoic acid for acetic acid and poly(ethene) for polythene, for example. ‘Old’ names persist in industry and in some areas of higher education simply because they are familiar and short and yet the dictates of examinations mean we have to help students to grapple with this whole new language.
http://www.rsc.org/eic/2014/07/organic-chemistry-teaching-learning

Selection of boron reagents for Suzuki–Miyaura coupling

 Suzuki–Miyaura (SM) cross-coupling is arguably the most widely-applied transition metal catalysed carbon–carbon bond forming reaction to date. Its success originates from a combination of exceptionally mild and functional group tolerant reaction conditions, with a relatively stable, readily prepared and generally environmentally benign organoboron reagent. A variety of such reagents have been developed for the process, with properties that have been tailored for application under specific SM coupling conditions. This review analyses the seven main classes of boron reagent that have been developed. The general physical and chemical properties of each class of reagent are evaluated with special emphasis on the currently understood mechanisms of transmetalation. The methods to prepare each reagent are outlined, followed by example applications in SM coupling.
http://pubs.rsc.org/en/content/articlehtml/2014/cs/c3cs60197h

Review Article

Selection of boron reagents for Suzuki–Miyaura coupling

Alastair J. J. Lennox^a and   Guy C. Lloyd-Jones*^a  

Show Affiliations

*

Corresponding authors

^a

School of Chemistry, University of Edinburgh, West Mains Road, Edinburgh, EH9 3JJ, UK

Chem. Soc. Rev., 2014,43, 412-443

DOI: 10.1039/C3CS60197H
Received 12 Jun 2013, First published online 03 Oct 2013 

 http://pubs.rsc.org/en/Content/ArticleLanding/2014/CS/c3cs60197h?utm_source=toc-alert&utm_medium=email&utm_campaign=pub-cs-vol-43-issue-1#!divAbstract
 READ AT
 http://pubs.rsc.org/en/content/articlehtml/2014/cs/c3cs60197h
 DOI: 10.1039/C3CS60197H (Review Article) Chem. Soc. Rev. , 2014, 43, 412-443

Conversion of sugars to ethylene glycol with nickel tungsten carbide in a fed-batch reactor: high productivity and reaction network elucidation

Green Chem., 2013, Advance Article
DOI: 10.1039/C3GC41431K, Paper

Roselinde Ooms, Michiel Dusselier, Jan A. Geboers, Beau Op de Beeck, Rick Verhaeven,
Elena Gobechiya, Johan A. Martens, Andreas Redl, Bert F. Sels
Fed-batch reactor technology was used for the highly productive conversion of
concentrated sugar solutions into ethylene glycol using bifunctional nickel tungsten
carbide catalysts.

Conversion of sugars to ethylene glycol with nickel tungsten carbide

 in a fed-batch reactor: high productivity and reaction 

network elucidation

 

 http://pubs.rsc.org/en/Content/ArticleLanding/2013/GC/C3GC41431K?utm_source=feedburner&utm_medium=feed&utm_campaign=Feed%3A+rss%2FGC+%28RSC+-+Green+Chem.+latest+articles%29#!divAbstract

 

 

 Bifunctional nickel tungsten carbide catalysis was used for the conversion of aqueous sugar

 solutions into short-chain polyols such as ethylene glycol. It is shown that very concentrated sugar 

solutions, viz. up to 0.2 kg L⁻¹, can be converted without loss of ethylene glycol selectivity 

by gradually feeding the sugar solution. Detailed investigation of the reaction network

 shows that, under the applied reaction conditions, glucose is converted via a retro-aldol

 reaction into glycol aldehyde, which is further transformed into ethylene glycol by hydrogenation. 

The main byproducts are sorbitol, erythritol, glycerol and 1,2-propanediol. 

They are formed through a series of unwanted side reactions including 

hydrogenation, isomerisation, hydrogenolysis and dehydration. 

Hydrogenolysis of sorbitol is only a minor source of ethylene glycol. To assess the 

relevance of the fed-batch system in biomass conversions, both the influence of the

 catalyst composition and the reactor setup parameters like temperature, pressure 

and glucose addition rate were optimized, culminating in ethylene glycol yields up to 66% and

 separately, volume productivities of nearly 300 g_EG L⁻¹ h⁻¹.

A Novel Solid-Phase Synthesis of Quinolines

Short Paper | Regular issue | Vol 85, No. 3, 2012, pp.667-676
Published online: 26th January, 2012

DOI: 10.3987/COM-11-12411

■ A Novel Solid-Phase Synthesis of Quinolines

E Tang,* Deshou Mao, Wen Li, Zhangyong Gao, and Pengfei Yao

*School of Chemical Science and Technology, Yunnan University, No. 2 Green Lake North Road, Kunming 650091, China

Abstract

A method for synthesizing substituted-quinolines using TMSOTf-catalyzed polystyrene-supported succinimidyl selenide-induced intramolecular seleno-arylation of tethered alkenes as a key step has been developed. The catalytic process provides an efficient method for the stereoselective and regioselective synthesis of tetrahydroquinoline possessing a seleno-functionality, followed by deprotection of tosyl group and syn-elimination of selenoxides to provide quinolines in good yields and purities.

 http://www.heterocycles.jp/newlibrary/payments/form/22246/fulltext

Efficient Synthesis of 2,4-Diarylquinolines via Fe(III) Trifluoroacetate Catalyzed Three-Component Reactions under Solvent-Free Conditions

 

 

Paper | Regular issue | Vol 85, No. 3, 2012, pp.639-649
Published online: 9th February, 2012

DOI: 10.3987/COM-12-12433

■ Efficient Synthesis of 2,4-Diarylquinolines via Fe(III) Trifluoroacetate Catalyzed Three-Component Reactions under Solvent-Free Conditions

Min Zhang,* Ting Wang, Biao Xiong, Fengxia Yan, Xiaoting Wang, Yuqiang Ding, and Qijun Song

*School of Chemistry and Materials Engineering, Jiangnan University, 1800 Lihu Road, Wuxi, Jiangsu Province, 214122, China

Abstract

A convenient and efficient one-pot synthesis of 2,4-diarylquinolines is described by using Fe(CF3CO2)3 as a catalyst for the first time. In this method, three-component coupling of arylaldehydes, arylamines and arylacetylenes furnished the corresponding products in good to excellent yields. The work features the use of cheap and eco-friendly catalyst, excellent functional group tolerance and solvent-free conditions. A variety of new products were afforded effectively.

http://www.heterocycles.jp/newlibrary/payments/form/22272/fulltext

ALKALOIDS

Alkaloids from Indian Foundation For Rediscovering traditional knowledge

Sample chapter alkaloids - Pharmaceutical Chemistry of Natural Products by V. Alagarsamy--order +91 8527622422 from Elsevier India

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DR ANTHONY MELVIN CRASTO, Worlddrugtracker, Born in Mumbai in 1964 and graduated from Mumbai University, Completed his PhD from ICT ,1991, Mumbai, India, in Organic chemistry, The thesis topic was Synthesis of Novel Pyrethroid Analogues, Currently he is working with GLENMARK- GENERICS LTD, Research centre as Principal Scientist, Process Research (bulk actives) at Mahape, Navi Mumbai, India. Prior to joining Glenmark, he worked with major multinationals like Hoechst Marion Roussel, now sSanofi, Searle India ltd, now Rpg lifesciences, etc. he is now helping millions, has million hits on google on all organic chemistry websites. His New Drug Approvals, Green Chemistry International, Eurekamoments in organic chemistry are some most read blogs He has hands on experience in initiation and developing novel routes for drug molecules and implementation them on commercial scale over a 25 year tenure, good knowledge of IPM, GMP, Regulatory aspects, he has several international drug patents published worldwide . He gas good proficiency in Technology transfer, Spectroscopy, Stereochemistry, Synthesis, polymorphism etc He suffered a paralytic stroke in dec 2007 and is bound to a wheelchair, this seems to have injected feul in him to help chemists around the world, he is more active than before and is pushing boundaries, he has one lakh connections on all networking sites, He makes himself available to all, contact him on +91 9323115463, amcrasto@gmail.com

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Cyclic Dinucleotide Senses HIV

The enzyme cyclic GMP-AMP synthase stimulates the immune response during HIV infections

Read more

Fullerenols: Fulfilling our Future Energy Needs

Carbon to catalyze low-carbon, hydrogen economy

read all at

http://www.chemistryviews.org/details/ezine/5132011/Fullerenols_Fulfilling_our_Future_Energy_Needs.html

Synthesis of Tolvaptan

《Chinese Journal of Pharmaceuticals》 2011-02

Synthesis of Tolvaptan

pick up all this at

http://en.cnki.com.cn/Article_en/CJFDTotal-ZHOU201102007.htm

YANG Chuanwei~1,MU Shuai~2,LIU Ying~3,WANG Pingbao~3,LIU Dengke~(3*) 
(1.School of Pharmacy,Henan University,Kaifeng 475004;2.
School of Chemical Engineering and Technology,
 Tianjin University,Tianjin 300072;3.
Tianjin Institute of Pharmaceutical Research,Tianjin 300193)  

Tolvaptan,a selective nonpeptide arginine vasopressin V_2 receptor antagonist,was synthesized
 from 7-chloro-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine by acylation and reduction to give 1-(4-amino-2-methylbenzoyl) -7- chloro-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine,which was subjected to acylation with 2-methylbenzoyl chloride and reduction with sodium borohydride with an overall yield of about 45%.

【Key Words】： tolvaptan arginine vasopressin V_2 receptor antagonist heart failure hyponatremia synthesis
【Fund】： 天津市科技计划项目(09ZCKFSH01300)
【CateGory Index】： R914

 Download(CAJ format)  Download(PDF format) 

CAJViewer7.0 supports all the CNKI file formats; AdobeReader only supports the PDF format.

	【Citations】

	Chinese Journal Full-text Database 2 Hits
	1 LI Fan1, HOU Xingpu2, LI Lin1, LU Tao1, DU Yumin1 (1. School of Pharmacy, Hebei Medical University, Shijiazhuang 050017; 2. Shijiazhuang  Pharma Group NBP Pharmaceutical Co., Ltd., Shijiazhuang 052160); Synthesis of Antiparkinsonian Agent Istradefylline[J];Chinese Journal of Pharmaceuticals;2010-04 2 YANG Miao~1,SHUAI Jun~2,LIU Mo~3,LIU Deng-ke~(3*),WANG Ping-bao~3 (1.Tianjin Medical University,Tianjin 300070;2.Tianjin University;Tianjin 300072;  3.Tianjin Institute of Pharmaceutical Research,Tianjin 300193); Synthesis of 7-Chloro-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine[J]; Chinese Journal of Pharmaceuticals;2009-09

	【Co-citations】

	Chinese Journal Full-text Database 1 Hits
	1 XIONG Xiao-yi,CHEN An-qun,HE Yong-mei(Chongqing Unis Chemical Co.,Ltd.,Chongqing 402161,China);Analysis of Cyanoacetic Acid Content by HPLC[J];Guangzhou Chemical Industry;2010-12

Direct synthesis of hydrogen peroxide in water in a continuous trickle bed reactor optimized to maximize productivity

Hydrogen peroxide direct synthesis was studied in continuous mode over a 5% wt Pd/C commercial catalyst in a Trickle Bed Reactor. The target of the study was to maximize the hydrogen peroxide production. The catalyst was uniformly diluted in quartz sand at different concentrations to investigate their effects on the direct synthesis.
The amount of catalyst and the distribution of the catalyst along the bed were optimized to obtain the highest possible yield. The distribution of the catalyst along the bed gave the possibility to significantly improve the selectivity and production of hydrogen peroxide (up to 0.5% under selected conditions). Higher production rate and selectivity were found when the catalyst concentration was decreased along the bed from the top to the bottom as compared to the uniformly dispersed catalyst.
The H₂/Pd ratio was found to be an important parameter that has to be investigated in the hydrogen peroxide direct synthesis. The effect of a pretreatment of the catalyst with a solution of sodium bromide and phosphoric acid was studied; the results showed how a catalyst pretreatment can lead to a real green hydrogen peroxide synthesis in water. Some optimization guidelines are also provided.

Green Chem., 2013, 15,2502-2513
DOI: 10.1039/C3GC40811F, Paper

Pierdomenico Biasi,*^a   Juan García-Serna,*^b   Alice Bittante^a and  Tapio Salmi^a

*

Corresponding authors

^a

Department of Chemical Engineering, Åbo Akademi University, Turku/Åbo, Finland
E-mail: bpierdom@abo.fi ;
Fax: +358 2 215 4479 ;
Tel: +358 2 215 4555

^b

Department of Chemical Engineering and Environmental Technology, University of Valladolid, Valladolid, Spain
E-mail: jgserna@iq.uva.es

Hydrogen peroxide direct synthesis was studied in continuous mode over a 5% wt Pd/C commercial catalyst in a Trickle Bed Reactor.

Iodine-mediated arylation of benzoxazoles with aldehydes

A simple and efficient methodology for the arylation of benzoxazoles with aldehydes using iodine as the mediator has been developed. The reaction proceeded smoothly with a range of substrates to give the corresponding arylated products in moderate to good yields

Green Chem., 2013, 15,2365-2368
DOI: 10.1039/C3GC41027G, Communication

Yew Chin Teo,^a   Siti Nurhanna Riduan^a and   Yugen Zhang*^a

*

Corresponding authors

^a

Institute of Bioengineering and Nanotechnology, 31 Biopolis Way, The Nanos, Singapore 138669, Singapore
E-mail: ygzhang@ibn.a-star.edu.sg ;
Fax: (+65) 6478-9020

A simple and efficient methodology for the arylation of benzoxazoles with aldehydes using iodine as the mediator has been developed

Explosive Nanotechnology

A team of American scientists have developed highly reactive nanoenergetic formulations based on periodate salts

Read more

Multiple Metal-Free Pathways to 2-Acyloxazoles

2-Acyloxazoles can be formed from a variety of different starting materials just by tweaking the iodine oxidant

Read more

Multiple Metal-Free Pathways to 2-Acyloxazoles

Resolving Asymmetric Epoxidations

An enantioselective route to form epoxides by using kinetic resolution techniques has been developed

Read more

A method for the synthesis of α-amino acids by direct reductive carboxylation of aromatic imines with CO₂ is described. The protocol employs readily available commercial reagents and serves as a one-step alternative to the Strecker synthesis.

A synthesis of α-amino acids via direct reductive carboxylation of imines with carbon dioxide

Ajay A. Sathe,^a   Douglas R. Hartline^a and  Alexander T. Radosevich*^a  

* Corresponding authors

^a

Department of Chemistry, The Pennsylvania State University, University Park, USA 
E-mail: radosevich@psu.edu ;
Tel: +1 814 867 4268

Chem. Commun., 2013,49, 5040-5042

DOI: 10.1039/C3CC42057D
Received 21 Mar 2013, Accepted 16 Apr 2013
First published online 25 Apr 2013

http://pubs.rsc.org/en/content/articlelanding/2013/CC/c3cc42057d