Premium
Synthesis of 2,2,4‐triphenyl‐3‐propenoyl‐3,4‐dihydro‐2 H ‐benzopyran via a lithiated allene
Author(s) -
Adegoke E. A.,
Emokpae T. A.,
EphraimBassey H.
Publication year - 1986
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.5570230446
Subject(s) - chemistry , tetrahydropyran , allene , benzophenone , ring (chemistry) , benzopyran , stereochemistry , organic chemistry , catalysis
Synthetic routes to 2,2‐disubstituted chromanes and their hetero‐ring‐unsaturated analogues are briefly reviewed. A variety of common alkylating agents has been involved in such routes. Here, however, the alkylating agent is the lithiated form of 4‐tetrahydropyran‐2‐yloxybuta‐1‐2‐diene V. This reacted with benzophenone to give XIV. The synthesis of chromane XIV is here reported for the first time. The route to XIV is also both new and may prove versatile to other hetero‐ring‐substituted chromanes.