Ligand-free MnBr2-catalyzed chemo- and stereoselective hydroboration of terminal alkynes
Title | Ligand-free MnBr2-catalyzed chemo- and stereoselective hydroboration of terminal alkynes |
Publication Type | Journal Article |
Year of Publication | 2024 |
Authors | Pawar, RB, Karmur, MH, Punji, B |
Journal | Chemistry-an asian jounrnal |
Volume | 19 |
Issue | 9 |
Date Published | MAY |
Type of Article | Article |
ISSN | 1861-4728 |
Keywords | alkenylboronates, alkyne, Hydroboration, manganese, stereoselectivity |
Abstract | Developing simple and benign protocols for synthesizing alkenylboronates is crucial as they are synthetically valuable compounds in various organic transformations. In this work, we report a straightforward ligand-free protocol for synthesizing alkenylboronates via atom-economical hydroboration of alkynes with HBpin catalyzed by a manganese salt. The reaction shows a high level of chemo and regioselectivity for the terminal alkynes and exclusively produces E-selective alkenylboronates. The hydroboration scope is vast, with the resilience of a range of synthetically beneficial functionalities, such as halides, ether, alkenyl, silyl and thiophenyl groups. This reaction proceeds through the involvement of a metal-hydride intermediate. The developed alkenylboronate can be smoothly converted to useful C-C, C-N and C-I bond-forming reactions. |
DOI | 10.1002/asia.202400158 |
Type of Journal (Indian or Foreign) | Foreign |
Impact Factor (IF) | 4.1 |
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