Iron‐Catalyzed Crossed‐Aldol Condensation for the Synthesis of 3‐Benzylidene‐4‐chromanones: An Efficient Synthesis of Homoisoflavanoids † | Zendy

Shaikh Nadim S. | Zendy; Kushalappa Yeshma M. | Zendy; Sheshappa Swathi P. | Zendy; Nagaraju Hareesh H. | Zendy

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Iron‐Catalyzed Crossed‐Aldol Condensation for the Synthesis of 3‐Benzylidene‐4‐chromanones: An Efficient Synthesis of Homoisoflavanoids †

Author(s) -

Shaikh Nadim S.,

Kushalappa Yeshma M.,

Sheshappa Swathi P.,

Nagaraju Hareesh H.

Publication year - 2019

Publication title -

chemistryselect

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.437

H-Index - 34

ISSN - 2365-6549

DOI - 10.1002/slct.201903862

Subject(s) - aldol condensation , catalysis , chemistry , condensation , aldol reaction , solvent , microwave irradiation , organic chemistry , green chemistry , environmentally friendly , combinatorial chemistry , reaction mechanism , physics , ecology , biology , thermodynamics

A new, convenient and sustainable protocol for the aldol condensation of chroman‐4‐one derivatives with aldehydes using iron as a catalyst under microwave irradiation in the presence of green solvent (2‐methyl‐THF) is presented. The protocol offers a very simple, cost efficient and environmentally benign procedure with good to excellent yields of 3‐benzylidene‐4‐chromanone derivatives. The methodology is demonstrated to be useful for the synthesis of homoisoflavanoids Boundecullin, Sappanone A and their derivatives. The present method offers a potential to generate a quick library of homoisoflavanoids and their synthetic derivatives of medicinal importance.

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