Copper‐Catalyzed Regioselective Cascade Alkylation and Cyclocondensation of Quinoline N‐Oxides with Diazo Esters: Direct Access to Conjugated π‐Systems. Issue 39 (12th August 2016)

• Record Type: Journal Article
• Authors: Biswas, Aniruddha; Karmakar, Ujjwal; Pal, Arun; Samanta, Rajarshi
• Is Part Of: Chemistry. Volume 22:Issue 39(2016)
• Page Start: 13826
• Page End: 13830
• Publication Date: 2016-08-12
• Subjects: carbenoids -- C−H functionalization -- conjugated π-systems -- copper catalysis -- quinoline n-oxide; Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201602493
• Languages: English
• ISSNs: 0947-6539

Abstract

Abstract: 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. Abstract : Diazo delight : A copper‐catalyzed cascade alkylation and cyclocondensation of N ‐oxides with diazo esters has been developed. This method provides direct access to organic conjugated π‐systems.