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Article Abstract

Selective synthesis of isomeric -acyl--sulfonyl and ,-acyl-sulfonyl hydrazides is achieved via palladium-catalyzed aminocarbonylation of aryl iodides with sulfonyl hydrazides under CO. The base's countercation, rather than its basicity, controls product isomerism. Conventional bases yield linear isomers, whereas sodium-based bases favor branched ones. This discovery broadens selective synthesis strategies, highlighting countercations as critical factors shaping product distributions and enabling refined selectivity in complex organic transformations.

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http://dx.doi.org/10.1021/acs.orglett.4c04782DOI Listing

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