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Copper‐Catalyzed Regioselective Cascade Alkylation and Cyclocondensation of Quinoline N ‐Oxides with Diazo Esters: Direct Access to Conjugated π‐Systems
Author(s) -
Biswas Aniruddha,
Karmakar Ujjwal,
Pal Arun,
Samanta Rajarshi
Publication year - 2016
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201602493
Subject(s) - diazo , quinoline , regioselectivity , conjugated system , chemistry , alkylation , catalysis , lewis acids and bases , combinatorial chemistry , copper , cascade , organic chemistry , polymer , chromatography
An inexpensive copper‐catalyzed cascade regioselective alkylation, followed by cyclocondensation of quinoline N ‐oxides with α‐diazo esters has been achieved successfully to provide heteroarene‐containing conjugated π‐systems. The developed method is simple, straightforward, and economical with a broad range of substrate scope. The dual role of copper catalyst in the C−H bond functionalization and in Lewis acid‐promoted cyclization was explored.