Copper( II ) Triflate‐Catalyzed Nucleophilic Substitution of Propargylic Acetates with Enoxysilanes. A Straightforward Synthetic Route to Polysubstituted Furans | Zendy

Zhan Zhuangping | Zendy; Wang Shaopei | Zendy; Cai Xubin | Zendy; Liu Huijuan | Zendy; Yu Jingliang | Zendy; Cui Yuanyuan | Zendy

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Copper( II ) Triflate‐Catalyzed Nucleophilic Substitution of Propargylic Acetates with Enoxysilanes. A Straightforward Synthetic Route to Polysubstituted Furans

Author(s) -

Zhan Zhuangping,

Wang Shaopei,

Cai Xubin,

Liu Huijuan,

Yu Jingliang,

Cui Yuanyuan

Publication year - 2007

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.200700234

Subject(s) - chemistry , trifluoromethanesulfonate , catalysis , ketone , nucleophilic substitution , nucleophile , organic chemistry , combinatorial chemistry , copper , substitution reaction , medicinal chemistry

A novel and efficient procedure for the synthesis of γ‐alkynyl ketones by the nucleophilic substitution of propargylic acetates with enoxysilanes in the presence of a catalytic amount of Copper(II) triflate, has been developed. The substitution reaction can be followed by a 4‐toluenesulfonic acid‐catalyzed cyclization without purification of the γ‐alkynyl ketone intermediates, offering a straightforward synthetic route to polysubstituted furans.

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