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Synthetic Access to Cyclopenta[a]inden-2(1H)-ones from Morita–Baylis–Hillman Products of 2-Alkynyl Benzaldehydes
Author(s) -
Chada Raji Reddy,
Kamalkishor Warudikar,
Balasubramanian Sridhar
Publication year - 2018
Publication title -
acs omega
Language(s) - English
Resource type - Journals
ISSN - 2470-1343
DOI - 10.1021/acsomega.8b02111
Subject(s) - intramolecular force , chemistry , adduct , ring (chemistry) , baylis–hillman reaction , stereochemistry , medicinal chemistry , organic chemistry
A new strategy for the synthesis of cyclopenta[ a ]inden-2(1 H )-ones has been developed. An intramolecular Pauson-Khand reaction of the Morita-Baylis-Hillman (MBH) adducts, derived from 2-alkynyl benzaldehydes, provided the consequent novel cyclopenta[ a ]inden-2(1 H )-ones bearing multifunctionalities including an ester group at the fused ring junction ( tert -carbon center). The generality of this approach was illustrated by studying the several MBH derivatives containing diverse substitutions/functionalities.

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