Efficient synthesis of tertiary α-hydroxy ketones through CO2-promoted regioselective hydration of propargylic alcohols

2014 ◽  
Vol 16 (8) ◽  
pp. 3729-3733 ◽  
Author(s):  
Haitao He ◽  
Chaorong Qi ◽  
Xiaohan Hu ◽  
Yuqi Guan ◽  
Huanfeng Jiang

A CO2-promoted and silver-catalyzed hydration of propargylic alcohols for the efficient synthesis of α-hydroxy ketones has been developed.

ChemInform ◽  
2014 ◽  
Vol 46 (3) ◽  
pp. no-no
Author(s):  
Haitao He ◽  
Chaorong Qi ◽  
Xiaohan Hu ◽  
Yuqi Guan ◽  
Huanfeng Jiang

2014 ◽  
Vol 51 (5) ◽  
pp. 1298-1305 ◽  
Author(s):  
Rahman Hosseinzadeh ◽  
Mohammadreza Khadem Abolfazli ◽  
Mojtaba Mohseni ◽  
Maryam Mohadjerani ◽  
Zahra Lasemi

Synthesis ◽  
2020 ◽  
Vol 52 (22) ◽  
pp. 3461-3465
Author(s):  
Itaru Nakamura ◽  
Keigo Shiga ◽  
Mao Suzuki ◽  
Masahiro Terada

A synthetic protocol to access O-tert-propargylic oximes derived from tertiary propargylic alcohols was established via Nicholas reaction. Thus, BF3·OEt2-mediated reaction between the dicobalt hexacarbonyl complex of tert-propargylic alcohols and p-nitrobenzaldoxime followed by decomplexation with cerium(IV) ammonium nitrate afforded the corresponding O-tert-propargylic oximes in good to high yields. The obtained O-tert-propargylic oximes were effectively converted into heterocycles, such as four-membered cyclic nitrones, oxazepines, and isoxazolines, by using π-Lewis acidic catalysts.


2021 ◽  
Author(s):  
Guiling Shi ◽  
Ran Zhai ◽  
Haoran Li ◽  
Congmin Wang

A dual functionalized ionic liquid catalytic system was developed for the reaction between CO2 and propargylic alcohols, and exhibited excellent performance and good reusability, even under a low concentration of CO2 in a gram-scale reaction.


1994 ◽  
Vol 35 (35) ◽  
pp. 6537-6540 ◽  
Author(s):  
Paolo Crotti ◽  
Valeria Di Bussolo ◽  
Lucilla Favero ◽  
Franco Macchia ◽  
Mauro Pineschi

2015 ◽  
Vol 13 (19) ◽  
pp. 5399-5406 ◽  
Author(s):  
Jingjing Wang ◽  
Wei-Guang Kong ◽  
Feng Li ◽  
Jie Liu ◽  
Qin Shen ◽  
...  

A general and efficient synthesis of trifluoromethyl substituted 5-alkylidene-1,3-dioxolane using a silver salt and DBU cooperatively catalyzed nucleophilic addition/cyclization of propargylic alcohols and trifluoromethyl ketones is described.


2015 ◽  
Vol 6 (4) ◽  
pp. 2297-2301 ◽  
Author(s):  
Yanfei Zhao ◽  
Zhenzhen Yang ◽  
Bo Yu ◽  
Hongye Zhang ◽  
Huanjun Xu ◽  
...  

Task-specific ionic liquid and CO2-cocatalysed efficient hydration of propargylic alcohols to α-hydroxy ketones.


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