Catalytic and metal-free intramolecular hydroalkoxylation of alkynes

TETRAHEDRON LETTERS

卷:60

Article

Jean, Alexandre^1,2  Rouden, Jacques¹  Maddaluno, Jacques²  De Paolis, Michael²  Blanchet, Jerome¹ 

[1] Normandie Univ, CNRS, UMR 6507 & FR 3038, ENSICAEN,UNICAEN,Lab LCMT, F-14000 Caen, France

[2] Normandie Univ, CNRS, UMR 6014 & FR 3038, UNIROUEN,INSA Rouen,Lab COBRA, F-76000 Rouen, France

关键词: Hydroalkoxylation;    Cyclization;    Alkynes;    Enol ether;    Microwave-assisted synthesis;   

DOI  :  10.1016/j.tetlet.2019.01.020

来源: Elsevier

【 摘 要 】

Benzyltrimethylammonium hydroxide act as an efficient metal-free catalyst for the intramolecular hydroalkoxylation of alkynes. Notably, the use of microwave irradiation allowed reaction to operate in only two minutes. Under optimized reaction conditions, linear alkynes bearing aryl and heteroaryl substituents were successfully cyclized with good level of stereoselectivity. (C) 2019 Elsevier Ltd. All rights reserved.

【 授权许可】

Free