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Iodine/TBHP‐Promoted One‐Pot Deoxygenation and Direct 2‐Sulfonylation of Quinoline N ‐Oxides with Sodium Sulfinates: Facile and Regioselective Synthesis of 2‐Sulfonylquinolines
Author(s) -
Sumunnee Ladawan,
Buathongjan Chonchanok,
Pimpasri Chaleena,
Yotphan Sirilata
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.201601443
Subject(s) - chemistry , deoxygenation , regioselectivity , quinoline , reagent , iodine , sodium , combinatorial chemistry , sulfone , organic chemistry , catalysis
A highly efficient iodine/TBHP‐mediated one‐pot deoxygenative and regioselective 2‐sulfonylation of quinoline N ‐oxides with sodium sulfinate salts has been developed. This metal‐, base‐, and phosphorus‐free protocol employs readily accessible and easy‐to‐handle reagents and can be conveniently carried out at room temperature under mild conditions, providing an alternative access to a series of 2‐sulfonylquinolines and other related heteroaryl sulfone products in moderate‐to‐excellent yields within a short reaction time.