Acid-catalyzed intramolecular oxa-Michael addition reactions under solvent-free and microwave irradiation conditions

被引：13

作者：

Hong, Yi-Ming ^{[1
]}

Shen, Zhen-Lu ^{[1
]}

Hu, Xin-Quan ^{[1
]}

Mo, Wei-Min ^{[1
]}

He, Xiao-Fei ^{[1
]}

Hu, Bao-Xiang ^{[1
]}

Sun, Nan ^{[1
]}

机构：

[1] Zhejiang Univ Technol, Coll Chem Engn & Mat Sci, State Key Lab Breeding Base Green Chem Synth Tech, Hangzhou 310014, Zhejiang, Peoples R China

来源：

ARKIVOC | 2009年

基金：

中国国家自然科学基金;

关键词：

Microwave; oxa-Michael addition; solvent-free; trifluoromethanesulfonic acid; (E)-1-aryl-4-hydroxy-4-methylpent-1-en-3-ones; ENANTIOSELECTIVE SYNTHESIS; EFFICIENT 1,4-ADDITION; ASYMMETRIC-SYNTHESIS; HIGHLY EFFICIENT; RING-CLOSURE; HYDROALKOXYLATION; ALCOHOLS; OXYGEN; FLAVANONES; NITROGEN;

D O I：

10.3998/ark.5550190.0010.e14

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The acid-catalyzed intramolecular oxa-Michael addition of (E)-1-aryl-4-hydroxy-4-methyl-pent-1-en-3-ones under solvent-free and microwave irradiation conditions has been investigated. The results showed that Bronsted acids are more efficient than Lewis acids in this reaction. Up to 90% conversion and 81% yield were obtained using trifluoromethanesulfonic acid (triflic acid) as the catalyst, with short reaction times and an environmentally benign procedure.

引用

页码：146 / 155

页数：10

共 36 条

[1] RULES FOR RING-CLOSURE - RING FORMATION BY CONJUGATE ADDITION OF OXYGEN NUCLEOPHILES [J].