A Modular and Scalable One‐Pot Synthesis of Polysubstituted Furans | Zendy

Fournier Jeremy | Zendy; Arseniyadis Stellios | Zendy; Cossy Janine | Zendy

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A Modular and Scalable One‐Pot Synthesis of Polysubstituted Furans

Author(s) -

Fournier Jeremy,

Arseniyadis Stellios,

Cossy Janine

Publication year - 2012

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201202486

Subject(s) - nucleophile , modular design , tsuji–trost reaction , combinatorial chemistry , chemistry , catalysis , allylic rearrangement , alkylation , sequence (biology) , scalability , organic chemistry , computer science , programming language , database , biochemistry

One four all : Allyl dienol carbonates can be readily converted into diversely substituted furans by a one‐pot four‐step sequence featuring a palladium‐catalyzed decarboxylative allylic alkylation, a microwave‐mediated Cope rearrangement, a nucleophilic addition, and a dehydration reaction (see scheme). The protocol is operationally simple, highly flexible, and provides di‐, tri‐, and tetrasubstituted furans starting from readily available materials.

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