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Direct Sulfonamidation of Primary and Secondary Benzylic Alcohols Catalyzed by a Boronic Acid/Oxalic Acid System
Author(s) -
Verdelet Tristan,
Ward Robert M.,
Hall Dennis G.
Publication year - 2017
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201700621
Subject(s) - chemistry , oxalic acid , primary (astronomy) , boronic acid , catalysis , organic chemistry , alcohol , physics , astronomy
The direct sulfonamidation of primary and secondary benzylic alcohols catalyzed by a 2,3,4,5‐tetrafluorophenylboronic acid/oxalic acid co‐catalytic system was examined. The reaction proceeds under mild conditions with readily available starting materials and has been shown to be gram‐scalable without significant decrease of yield. Both primary and secondary benzylic alcohols were evaluated and afforded the desired sulfonamide products with good to excellent yields.