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Saturday, 30 April 2016

Dehydrogenative [2 + 2 + 1] Heteroannulation Using a Methyl Group as a One-Carbon Unit: Access to Pyrazolo[3,4-c]quinolines


State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, China
State Key Laboratory of Applied Organic Chemistry Lanzhou University, Lanzhou 730000, China
Org. Lett., Article ASAP
DOI: 10.1021/acs.orglett.6b00618
Publication Date (Web): April 28, 2016
Copyright © 2016 American Chemical Society
*E-mail: srj0731@hnu.edu.cn., *E-mail: jhli@hnu.edu.cn.
 A practical and straightforward access to pyrazolo[3,4-c]quinolines by molecular sieve mediated dehydrogenative [2 + 2 + 1] heteroannulation of N-(o-alkenylaryl)imines with aryldiazonium salts is described using a sp3-hybrid carbon atom as a one-carbon unit. The reaction enables the formation of three new chemical bonds, a C–C bond and two C–N bonds, in a single reaction and features simple operation and excellent functional group tolerance.

/////////Dehydrogenative [2 + 2 + 1] Heteroannulation,   Pyrazolo[3,4-c]quinolines

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