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Synthesis of 3‐Arylisocoumarins by Using Acyl Anion Chemistry and Synthesis of Thunberginol A and Cajanolactone A
Author(s) -
Sudarshan Kasireddy,
Manna Manash Kumar,
Aidhen Indrapal Singh
Publication year - 2015
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201403524
Subject(s) - chemistry , intramolecular force , organic chemistry , chemical synthesis , total synthesis , combinatorial chemistry , in vitro , biochemistry
A new strategy for the synthesis of 3‐arylisocoumarins and 8‐hydroxy‐3‐arylisocoumarins was investigated by using acyl anion chemistry for the initial C–C bond formation. The obtained keto esters and keto lactones as intermediates underwent based‐promoted intramolecular cyclization to afford 3‐arylisocoumarins in good yields. The developed methodology was applied for the synthesis of the important natural products thunberginol A and cajanolactone A.