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Direct Sulfination of Nonactivated Alcohols with Arylsulfonylmethyl Isocyanides
Author(s) -
Ji YuanZhao,
Wang Meirong,
Li HuiJing,
Liu Ying,
Wu YanChao
Publication year - 2016
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.201600629
Subject(s) - chemistry , sulfone , alcohol , selectivity , organic chemistry , catalysis
A direct sulfination of nonactivated alcohols with arylsulfonylmethyl isocyanides under mild conditions [10 mol‐% of Bi(OTf) 3 , 25 °C] was developed to afford sulfinates instead of the usually favored sulfones. The in situ multiple alcohol activation strategies, along with the properties of sulfones and sulfinate anions, were proposed to explain the reversed sulfinate/sulfone selectivity.