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Synthesis of substituted benzo[b]indolizidines and Benzo[b]-quinolizidines via ring-opening of 3-bromo-2,5-dimethylthiophene-1,1-dioxide

✍ Scribed by Anders Tsirk; Salo Gronowitz; Anna-Britta Hörnfeldt

Publisher: Elsevier Science
Year: 1997
Tongue: French
Weight: 955 KB
Volume: 53
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(96)01019-8

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✦ Synopsis

Abshact: A new method for the preparation of benzo[b]indolizidines and benzo[b]qumolizidines based on two reactions: an amine induced ring-opening of 3-bromo-2. 5-dimethylthiophene-I, l-dioxide (1) with 2allyl-pyrrolidine (2). 2-allylpiperidine (3), 2.[2-(1',3'-dithiolan)methyl]pyrrolidine (4) and 2-[2-O'-3'. dithiolan)methyl]piperidine (5); and an intramolecular Diels-Alder reaction, is described.

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