ChemInform Abstract: Palladium‐Catalyzed Direct Desulfitative Arylation of Pyrroles Using Benzenesulfonyl Chlorides as Alternative Coupling Partners.

Abstract

The reactivity of pyrrole derivatives for palladium-catalyzed desulfitative arylation is investigated. 1-Methyl-, 1-phenyl-and 1-benzylpyrroles are successfully coupled with a variety of benzenesulfonyl chlorides using a phosphine-free catalyst. Highly regioselective arylations at carbon C2 of pyrroles are observed in all cases with exception of indoles. A wide variety of substituents on the benzenesulfonyl derivative is tolerated. Even bromoand iodo-benzenesulfonyl chlorides are successfully coupled with pyrrole derivatives without cleavage of the C-Br or C-I bonds, allowing for further transformations. -(JIN, R.; YUAN, K.; CHATELAIN, E.; SOULE*, J.-F.; DOUCET, H.; Adv. Synth. Catal. 356 (2014) 18, 3831-3841, http://dx.