A metal-free transformation of alkynes to carbonyls directed by remote OH group

被引：13

作者：

Chen, Dao-Qian ^{[1
]}

Guo, Chun-Huan ^{[1
]}

Zhang, Heng-Rui ^{[1
]}

Jin, Dong-Po ^{[1
]}

Li, Xue-Song ^{[1
]}

Gao, Pin ^{[2
,3
]}

Wu, Xin-Xing ^{[1
]}

Liu, Xue-Yuan ^{[1
]}

Liang, Yong-Min ^{[1
]}

机构：

[1] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China

[2] Xi An Jiao Tong Univ, Sch Sci, Dept Chem, Xian 710049, Peoples R China

[3] Xi An Jiao Tong Univ, MOE Key Lab Nonequilibrium Synth & Modulat Conden, Xian 710049, Peoples R China

来源：

GREEN CHEMISTRY | 2016年 / 18卷 / 15期

基金：

美国国家科学基金会;

关键词：

ANTI-MARKOVNIKOV HYDRATION; TERMINAL ALKYNES; CATALYZED HYDRATION; RING-CLOSURE; 4-(METHYLNITROSAMINO)-1-(3-PYRIDYL)-1-BUTANONE NNK; REGIOSELECTIVE HYDRATION; HOMOPROPARGYLIC ALCOHOLS; CHEMOPREVENTIVE AGENTS; ACETYLENIC-COMPOUNDS; IPOMEANOL ANALOGS;

D O I：

10.1039/c6gc01141a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A remote OH group-directed metal-free transformation of alkynes to carbonyl compounds has been developed. Using only HOAc and EtOH solvent, this reaction elegantly converts alkynes into valuable ketones by remote hydroxyl group activation. Through comparison and isotope labeling experiments, it was confirmed that the process operates via a hydration reaction involving an acetic acid molecule, instead of a water molecule.

引用

页码：4176 / 4180

页数：5

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