期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 143, 期 35, 页码 14059-14064出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.1c06112
关键词
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资金
- National Institute of General Medical Sciences of the National Institutes of Health [R01GM136920]
- Boston College
- Universitat Ramon Llull
- la Caixa Foundation [2017URL-Internac-010]
- MICINN [PID2020-113661GBI00]
- AGAUR [SGR-00294]
The first alpha-boryl diazo compound capable of engaging in classic synthetic organic diazo reaction chemistry, diazomethyl-1,2-azaborine 1, exhibits a wide range of reactivity, making it an exceptionally versatile synthetic building block for the 1,2-azaborine heterocyclic motif.
The first alpha-boryl diazo compound that is capable of engaging in classic synthetic organic diazo reaction chemistry is described. The diazomethyl-1,2-azaborine 1, which is a BN isostere of phenyldiazomethane, is significantly more stable than phenyldiazomethane; its reaction chemistry ranges from C-H activation, O-H activation, [3+2] cycloaddition, and halogenation, to Ru-catalyzed carbonyl olefination. The demonstrated broad range of reactivity of diazomethyl-1,2-azaborine 1 makes it an exceptionally versatile synthetic building block for the 1,2-azaborine heterocyclic motif.
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