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Synthesis of 4‐Arylsulfonylquinolines by Double Condensation of Allyl Aryl Sulfones with Nitroarenes
Author(s) -
Wróbel Zbigniew
Publication year - 2000
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/(sici)1099-0690(200002)2000:3<521::aid-ejoc521>3.0.co;2-a
Subject(s) - chemistry , aryl , condensation , organic chemistry , natural product , condensation reaction , combinatorial chemistry , catalysis , alkyl , physics , thermodynamics
Allyl aryl sulfones 2 react with aryl nitrocompounds 1 in a DBU/MgCl 2 system giving the 4‐arylsulfonyl quinolines 3 . Some mechanistic aspects of the reaction are discussed. Application of this reaction to the formal total synthesis of the natural product (−) Eupolauramine is described.