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Manganese Salts Mediated Free‐Radical Arylsulfonation‐Cyclization of 2‐(2‐Alkynylphenyl)aminomaleates
Author(s) -
Chuang TsungHan,
Chen YingYu,
Huang YiJie,
Chuang ChePing
Publication year - 2016
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201601471
Subject(s) - aromatization , manganese , chemistry , manganese(iii) acetate , radical cyclization , functional group , sodium acetate , combinatorial chemistry , medicinal chemistry , organic chemistry , catalysis , polymer
A mild and convenient method for the synthesis of 4‐arylsulfonylmethyl substituted quinolines has been developed. The manganese(III) acetate mediated reaction of 2‐(2‐alkynylphenyl)aminomaleates, via free‐radical sulfonylation, 6‐endo‐trig cyclization and aromatization, produced 4‐arylsulfonylmethylquinolines with good functional group tolerance. This arylsulfonylation‐cyclization reaction could also proceed with a sequential one‐pot method. The use of inexpensive, readily available KMnO 4 and p ‐toluenesulfinic acid sodium salts makes this protocol very efficient and practical.