Preparation of 3‐(2 H ‐pyran‐2‐on‐6‐yl)indolizines and the diels‐alder reactions with some olefinic and acetylenic dienophiles | Zendy

Shimo Tetsuro | Zendy; Ohe Masayuki | Zendy; Somekawa Kenichi | Zendy; Tsuge Otohiko | Zendy

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Preparation of 3‐(2 H ‐pyran‐2‐on‐6‐yl)indolizines and the diels‐alder reactions with some olefinic and acetylenic dienophiles

Author(s) -

Shimo Tetsuro,

Ohe Masayuki,

Somekawa Kenichi,

Tsuge Otohiko

Publication year - 1991

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570280803

Subject(s) - dimethyl acetylenedicarboxylate , chemistry , cycloaddition , pyran , bicyclic molecule , acetylenedicarboxylate , diels–alder reaction , medicinal chemistry , ring (chemistry) , organic chemistry , catalysis

3‐(2 H ‐Pyran‐2‐on‐6‐yl)indolizines 6a‐d were prepared by 1,3‐dipolar cycloaddition reactions of N ‐(2 H ‐pyran‐2‐on‐6‐yl)methylpyridinium bromides 5a,b with dimethyl acetylenedicarboxylate (DMAD). All of the cycloaddition reactions of 6b with N ‐phenylmaleimide, p ‐benzoquinone, and DMAD took place at the 2‐pyrone ring to give 3‐substituted indolizines.

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