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Dual C‐C Bond Forming Heck and Sonogashira Couplings Followed by Hydroarylation: Synthesis of Tricyclic Frameworks
Author(s) -
Ramesh Karu,
Ravikishore Dakoju,
Satyanarayana Gedu
Publication year - 2020
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201904933
Subject(s) - intramolecular force , sonogashira coupling , chemistry , moiety , tricyclic , ether , intermolecular force , heck reaction , triple bond , acetylene , combinatorial chemistry , organic chemistry , palladium , catalysis , double bond , molecule
Herein, a concise approach to construct the novel tricyclic ether frameworks, is presented. Microwave‐assisted dual C‐C bond‐forming palladium‐catalyzed intramolecular Heck/intermolecular Sonogashira couplings were implemented, for the synthesis of dihydrobenfurans bearing acetylene moiety, followed by acid‐induced intramolecular hydroarylation reaction of the crude reaction mixture furnished the tricyclic ether systems. Notably, these tricyclic ether frameworks have been achieved, in excellent yields, through a single column chromatography process.