Rh(III)-Catalyzed Aryl and Alkenyl C–H Bond Addition to Diverse Nitroalkenes

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• 作者：Tyler J. Potter ; David N. Kamber ; Brandon Q. Mercado ; Jonathan A. Ellman
• 刊名：ACS Catalysis
• 出版年：2017
• 出版时间：January 6, 2017
• 年：2017
• 卷：7
• 期：1
• 页码：150-153
• 全文大小：417K
• ISSN：2155-5435

文摘

The transition-metal-catalyzed C–H bond addition to nitroalkenes has been developed. Very broad nitroalkene scope was observed for this Rh(III)-catalyzed method, including for aliphatic, aromatic, and β,β-disubstituted derivatives. Additionally, various directing groups and both aromatic and alkenyl C–H bonds were effective in this transformation. Representative nitroalkane products were converted to dihydroisoquinolones and dihydropyridones in a single step and in high yield by iron-mediated reduction and in situ cyclization. Moreover, preliminary success in enantioselective Rh(III)-catalyzed C–H bond addition to nitroalkenes was achieved as was X-ray structural characterization of a nitronate intermediate.