Ligand-free MnBr2-catalyzed chemo- and stereoselective hydroboration of terminal alkynes

TitleLigand-free MnBr2-catalyzed chemo- and stereoselective hydroboration of terminal alkynes
Publication TypeJournal Article
Year of Publication2024
AuthorsPawar, RB, Karmur, MH, Punji, B
JournalChemistry-an asian jounrnal
Volume19
Issue9
Date PublishedMAY
Type of ArticleArticle
ISSN1861-4728
Keywordsalkenylboronates, 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.

DOI10.1002/asia.202400158
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

4.1

Divison category: 
Organic Chemistry
Database: 
Web of Science (WoS)

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