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Iodine‐Triggered Aerobic Oxysulfonylation of Styrenes
Author(s) -
Choudhuri Khokan,
Achar Tapas Kumar,
Mal Prasenjit
Publication year - 2017
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201700772
Subject(s) - chemistry , iodine , acetonitrile , sulfonyl , catalysis , photochemistry , labelling , oxygen , combinatorial chemistry , organic chemistry , biochemistry , alkyl
An iodine‐triggered dioxygen activation in oxysulfonylation reactions of unactivated olefins using sulfonyl hydrazides and iodine as catalyst is reported here. In one pot, near quantitative syntheses of β‐hydroxysulfones were achieved at 70 °C, within 7 h, in acetonitrile and under aerobic conditions. A plausible mechanism is established by radical trapping and 18 O labelling experiments for the operationally simple, efficient and economically viable transformation. The direct activation of aerial oxygen under metal‐free and mild conditions is proposed for the oxysulfonylation of olefins.