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Domino Reaction of ortho ‐Carbonylated Alkyne‐Substituted Arylaldehydes with Arylsulfinic Acids: Efficient Access to Sulfonyl‐Functionalized Indanones
Author(s) -
Meng Xin,
Zhu Hongbo,
Chen Guang,
Tian Laijin,
Sun Xuejun,
Cao Ziping,
You Jinmao
Publication year - 2017
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201700210
Subject(s) - chemistry , sulfonyl , knoevenagel condensation , domino , alkyne , combinatorial chemistry , cascade reaction , reaction conditions , hydrolysis , organic chemistry , catalysis , alkyl
An acid‐mediated domino reaction of ortho ‐carbonylated alkynyl arylaldehydes with arylsulfinic acids provides rapid access to a variety of sulfonyl‐functionalized indanones in high yields. The proposed reaction mechanism involves a domino process that comprises the hydrolysis of an ynone motif, a Knoevenagel condensation reaction, and a thia‐Michael addition reaction. Thus, a one‐step operation enables the formation of C−C and C−S bonds. This transformation benefits from simple reaction conditions, readily available starting materials, and good substrate scope.