Laha, Joydev K. ; Sharma, Shubhra ; Bhimpuria, Rohan A. ; Dayal, Neetu ; Dubey, Gurudutt ; Bharatam, Prasad V. (2017) Integration of oxidative arylation with sulfonyl migration: one-pot tandem synthesis of densely functionalized (NH)-pyrroles New Journal of Chemistry, 41 (17). pp. 8791-8803. ISSN 1144-0546
Full text not available from this repository.
Official URL: http://doi.org/10.1039/C7NJ01709J
Related URL: http://dx.doi.org/10.1039/C7NJ01709J
Abstract
A one-pot synthesis of 2-aryl-3-alkyl/aryl-sulfonyl-(NH)-pyrroles from N-sulfonylpyrroles, developed for the first time, via palladium-catalyzed oxidative C-2 arylation followed by sulfonyl migration is described. The simple, easy access to the highly functionalized free-NH pyrroles secures opportunities for the preparation of compounds with promising biological activities in contemporary organic synthesis. The event of sulfonyl migration from pyrrole-N to C-3 is thermodynamically favored as revealed by density functional methods. The different plausible mechanisms for the migration of the sulfonyl group are also discussed.
Item Type: | Article |
---|---|
Source: | Copyright of this article belongs to Royal Society of Chemistry. |
ID Code: | 116328 |
Deposited On: | 12 Apr 2021 09:24 |
Last Modified: | 12 Apr 2021 09:24 |
Repository Staff Only: item control page