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Metal Free Benzylation and Alkylation of Quinoxalin‐2(1 H )‐ones with Alkenes Triggered by Sulfonyl Radical Generated from Sulfinic Acids
Author(s) -
Sekhar Dutta Himangsu,
Ahmad Ashfaq,
Khan Afsar Ali,
Kumar Mohit,
Koley Dipankar
Publication year - 2019
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.201901212
Subject(s) - sulfonyl , chemistry , sulfinic acid , alkylation , radical , alkyl , organic chemistry , combinatorial chemistry , medicinal chemistry , catalysis
A metal‐free domino multicomponent reaction for the direct C−H benzylation and alkylation of quinoxalin‐2(1 H )‐ones using alkenes is described. Triggered by the sulfonyl radical generated from sulfinic acid, the alkenes are transformed to alkyl radicals that react exclusively at the C‐3 position of quinoxalin‐2(1 H )‐ones. Importantly, the method not only functionalizes medicinally important quinoxalin‐2(1 H )‐one scaffold, but also furnishes diverse medicinally relevant sulfones in good to excellent yields under mild conditions.