Annulation Reaction for the Synthesis of Morpholines, Thiomorpholines, and Piperazines from β-Heteroatom Amino Compounds and Vinyl Sulfonium Salts

Annulation Reaction for the Synthesis of Morpholines, Thiomorpholines, and Piperazines from β-Heteroatom Amino Compounds and Vinyl Sulfonium Salts

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...

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Veröffentlicht in:Angewandte Chemie (International ed.) 2008-05, Vol.47 (20), p.3784-3786
Hauptverfasser: Yar, Muhammad, McGarrigle, Eoghan M, Aggarwal, Varinder K
Format: Artikel
Sprache:eng
Schlagworte:
Amines - chemistry
annulation
heterocycles
morpholines
Morpholines - chemical synthesis
Piperazines - chemical synthesis
Salts - chemistry
Sulfonium Compounds - chemistry
vinyl sulfonium salts
ylides
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Zusammenfassung: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.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200800373