期刊
NATURE CHEMISTRY
卷 1, 期 6, 页码 494-499出版社
NATURE PORTFOLIO
DOI: 10.1038/NCHEM.328
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资金
- Ministerio de Ciencia of Spain [CTQ2007-61048/BQU]
- Consejeria de Educacion y Ciencia of Principado de Asturias [IB08-088]
- Ministerio Ciencia e Innovacion of Spain
The formation of carbon-carbon bonds is a fundamental transformation in organic synthesis. In spite of the myriad methods available, advantageous methodologies in terms of selectivity, availability of starting materials, operational simplicity, functional-group tolerance, environmental sustainability and economy are in constant demand. In this context, the development of new cross-coupling reactions that use catalysts based on inexpensive and non-toxic metals is attracting increasing attention. Similarly, efficient processes that do not require a metal catalyst are of extraordinary interest. Here, we report a new and efficient metal-free carbon-carbon bond-forming coupling between tosylhydrazones and boronic acids. This reaction is very general and functional-group tolerant. As the required tosylhydrazones are easily generated from carbonyl compounds, it can be seen as a reductive coupling of carbonyls, a process of high synthetic relevance that requires several steps using other methodologies.
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