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Iodine‐Mediated Direct Generation of o ‐Quinone Methides at Room Temperature: A Facile Protocol for the Synthesis of ortho ‐Hydroxybenzyl Thioethers
Author(s) -
Basha R. Sidick,
Chen ChiaWei,
Reddy Daggula Mallikarjuna,
Lee ChinFa
Publication year - 2018
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201800233
Subject(s) - iodine , chemistry , quinone , bond cleavage , halogen , thio , combinatorial chemistry , organic chemistry , catalysis , alkyl
An iodine‐mediated preparation of ortho ‐quinone methides ( o ‐QMs) from ortho ‐hydroxybenzyl alcohols by a C−O bond scission strategy is described. The in situ generated o ‐QMs were then employed for C−S bond formation by thio‐Michael addition of thiols to provide the ortho ‐hydroxybenzyl thioethers ( o ‐HBT) in moderate to excellent yields.