Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 13, Issue 32, Pages 8713-8716Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c5ob01096a
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Funding
- (KAKENHI) from the Ministry of Education, Culture, Sports, Science and Technology of Japan
- Electronic Technology Research Foundation of Chugoku
- Grants-in-Aid for Scientific Research [15K05502] Funding Source: KAKEN
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Stannylation of carbon-halogen bonds is one of the most promising and straightforward approaches for the preparation of organostannane compounds. Although a wide variety of methods are now available, all protocols require the use of highly nucleophilic organometals or wasteful stannyl sources like distannanes. Here, we report a new nickel-catalysed stannylation of aryl and alkenyl-halides using Bu3SnOMe as a stannyl source to afford aryl and vinyl-stannanes, respectively. This method enables the stannylation of not only bromides, but also chlorides and triflates to furnish functionalized aryl-and alkenyl-stannanes without the release of wasteful and toxic stannyl byproducts.
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