Issue 42, 2022

Regio- and diastereoselective transition metal-free hydroalkylation of N-allenyl sulfonamides by push–pull 2-alkynylquinolines

Abstract

We describe a novel and efficient synthetic strategy to construct the linear homoallylic quinolone structures through the intermolecular addition of 2-alkynylquinoline to N-allenyl sulfonamides. We developed the regio- and diastereoselective transition metal-free hydroalkylation of 1,2-dienes by a structure containing a push–pull system. Moreover, the present work was carried out with a high atom economy, mild reaction conditions, and moderate to high yields.

Graphical abstract: Regio- and diastereoselective transition metal-free hydroalkylation of N-allenyl sulfonamides by push–pull 2-alkynylquinolines

Supplementary files

Article information

Article type
Paper
Submitted
27 Jul 2022
Accepted
05 Oct 2022
First published
07 Oct 2022

Org. Biomol. Chem., 2022,20, 8269-8272

Regio- and diastereoselective transition metal-free hydroalkylation of N-allenyl sulfonamides by push–pull 2-alkynylquinolines

R. Dehghanpour Kalan, K. Amiri, F. Rominger, S. Balalaie and H. R. Bijanzadeh, Org. Biomol. Chem., 2022, 20, 8269 DOI: 10.1039/D2OB01362B

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