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An Annulation Reaction for the Synthesis of Morpholines, Thiomorpholines, and Piperazines from β‐Heteroatom Amino Compounds and Vinyl Sulfonium Salts
Author(s) -
Yar Muhammad,
McGarrigle Eoghan M.,
Aggarwal Varinder K.
Publication year - 2008
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200800373
Subject(s) - sulfonium , synthon , annulation , electrophile , heteroatom , chemistry , dication , salt (chemistry) , base (topology) , organic chemistry , medicinal chemistry , combinatorial chemistry , molecule , ring (chemistry) , catalysis , mathematical analysis , mathematics
Heterocycling: Diphenyl vinyl sulfonium salt 1 acts first as an electrophile, then a base, and then again as an electrophile in this operationally simple, high yielding, one‐pot synthesis of pharmacologically important morpholines, thiomorpholines, and piperazines. Compound 1 is an excellent synthon for the 1,2‐ethane dication.