硝基烯烃
硝酸盐
化学
催化作用
对映选择合成
芳基
药物化学
过渡金属
产量(工程)
有机化学
立体化学
硝基
组合化学
冶金
材料科学
烷基
作者
Tyler J. Potter,David N. Kamber,Brandon Q. Mercado,Jonathan A. Ellman
标识
DOI:10.1021/acscatal.6b03217
摘要
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.
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