PPh3-Assisted Esterification of Acyl Fluorides with Ethers via C(sp3)-O Bond Cleavage Accelerated by TBAT

被引：9
|
作者：
Wang, Zhenhua [1 ]
Wang, Xiu [1 ]
Nishihara, Yasushi [2 ]
机构：
[1] Okayama Univ, Grad Sch Nat Sci & Technol, Kita Ku, 3-1-1 Tsushimanaka, Okayama 7008530, Japan
[2] Okayama Univ, Res Inst Interdisciplinary Sci, Kita Ku, 3-1-1 Tsushimanaka, Okayama 7008530, Japan
来源：
CATALYSTS | 2019年 / 9卷 / 07期
关键词：
Acyl fluorides; cyclopentyl methyl ether (CPME); tetrabutylammonium difluorotriphenysilicate (TBAT); carbon-oxygen bond cleavage; esterification; ARYL ALKYL ETHERS; METHYL ETHERS; ESTERS; PALLADIUM; IODIDE; DEMETHYLATION; CHLORIDES; SODIUM; COPPER; ACID;
D O I：
10.3390/catal9070574
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
We describe the (triphenylphosphine (PPh3)-assisted methoxylation of acyl fluorides with cyclopentyl methyl ether (CPME) accelerated by tetrabutylammonium difluorotriphenysilicate (TBAT) via regiospecific C-OMe bond cleavage. Easily available CPME is utilized not only as the solvent, but a methoxylating agent in this transformation. The present method is featured by C-O and C-F bond cleavage under metal-free conditions, good functional-group tolerance, and wide substrate scope. Mechanistic studies revealed that the radical process was not involved.
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页数：12
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