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

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Catalyst Calls The Shots - Organic Synthesis: Iron-based catalyst controls selectivity in C–H oxidations

 

Iron catalysts selectively oxidize different C–H bonds (yellow and green) in the same isoleucine substrate, reactions that would otherwise require independent synthetic routes from different starting materials.

http://cen.acs.org/articles/91/i40/Catalyst-Calls-Shots.html

Chemists have developed a new catalyst that accelerates oxidation of C–H bonds selectively in nonaromatic compounds such as terpenes, rather than relying on the inherent properties of the reactant molecules. The catalyst could boost the versatility with which organic compounds can be synthesized for drug discovery and other applications.

read all at

http://cen.acs.org/articles/91/i40/Catalyst-Calls-Shots.html

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