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Letters in Organic Chemistry

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ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

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Research Article

Studies Towards the Synthesis of the Pyrido[1,2-a]azepine Alkaloids

Author(s): Dau Xuan Duc*

Volume 19, Issue 7, 2022

Published on: 13 January, 2022

Page: [532 - 541] Pages: 10

DOI: 10.2174/1570178618666210120110111

Price: $65

Abstract

This study describes the synthesis of the pyrido[1,2-a]azepine alkaloids. The bicyclic compound 1 containing the A-B core ring structure was synthesized in 17 steps in 1.7% overall yield starting from 4-pentyn-1-ol. The key steps involve an oxidation of 1,4 diol to lactone and an ene-yne ring closing metathesis reaction.

Keywords: Pyrido[1, 2-a]azepine, Stemona alkaloids, bromolactonization, aminolysis reaction, ene-yne lactam, vinyl iodide.

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