153633-36-4Relevant articles and documents
Integration of oxidative arylation with sulfonyl migration: One-pot tandem synthesis of densely functionalized (NH)-pyrroles
Laha, Joydev K.,Sharma, Shubhra,Bhimpuria, Rohan A.,Dayal, Neetu,Dubey, Gurudutt,Bharatam, Prasad V.
, p. 8791 - 8803 (2017/08/29)
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.
An efficient and selective synthesis of 2,5-substituted pyrroles by gold-catalysed ring expansion of alkynyl aziridines
Davies, Paul W.,Martin, Nicolas
scheme or table, p. 159 - 164 (2011/02/16)
A range of substituted alkynyl aziridines undergo a ring expansion to afford 2,5-substituted pyrroles under gold catalysis. While effective conditions can be generated from other gold sources, a combination of Ph3PAuCl and AgOTs generate a cata
A facile and regioselective synthesis of 2,5-disubstituted pyrroles via gold-catalyzed cycloisomerization of acetylenylaziridines
Chen, Dong-Dong,Hou, Xue-Long,Dai, Li-Xin
supporting information; experimental part, p. 6944 - 6946 (2010/02/27)
Gold-catalyzed cycloisomerization reaction of acetylenylaziridines provides 2,5-disubstituted pyrroles in high yields. The presence of protic species accelerates the reaction rate and improves the yields of pyrrole products.