Back to Search Start Over

Bismuth(III)-catalyzed cascade condensation of alkynyl alcohols with terminal alkynes: A facile construction of propargyl cyclic ethers.

Authors :
Pratapure, Madhukar S.
Kontham, Ravindar
Source :
Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry. Jan2023, Vol. 114, pN.PAG-N.PAG. 1p.
Publication Year :
2023

Abstract

[Display omitted] Herein, we report a Bi(OTf) 3 -catalyzed cascade condensation between alkynols (particularly pent-4-yn-1-ols and hex-5-yn-1-ols) and terminal alkynes (aryl alkynes) to facile access to diverse propargyl cyclic ethers (2‑alkynyl tetrahydrofurans and 2‑alkynyl tetrahydropyrans). This simple and efficient cascade transformation proceeds through initial intramolecular hydroalkoxylation of alkynols to give corresponding cyclic enol ethers (via exo -dig or endo -dig mode of ring-closure) followed by hydroalkynylation. Cost-effective, naturally abundant, green Lewis acid catalysis, ambient reaction conditions, short reaction times, good substrate scope, and high yields are salient features of this strategy. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
00404039
Volume :
114
Database :
Academic Search Index
Journal :
Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry
Publication Type :
Academic Journal
Accession number :
160961592
Full Text :
https://doi.org/10.1016/j.tetlet.2022.154274