Journal
ORGANIC LETTERS
Volume 24, Issue 9, Pages 1780-1785Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c00117
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Funding
- National Natural Science Foundation of China [22171292, 91856109]
- Fundamental Research Funds for the Central Universities [20lgzd21]
- Leading Scientific, Technical and Innovation Talents of Guangdong Special Support Program [2019TX05Y638]
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The carbon-carbon bond-forming cross-dehydrogenative coupling reaction using organoselenium catalysis involving a high-valent para-methoxyphenyl selenium species has been developed. This method enables the synthesis of alpha,alpha-disubstituted alpha-amino acid derivatives with excellent regioselectivities through vinyl or allylic C-H functionalization. The generality of this method has been demonstrated by the cross-coupling of an alkene with an oxindole and the direct functionalization of electron-rich arenes with azlactones.
The carbon-carbon bond-forming cross-dehydrogenative coupling of alkenes and azlactones by organoselenium catalysis involving a high-valent para-methoxyphenyl selenium species is disclosed. A series of alpha,alpha-disubstituted alpha-amino acid derivatives were obtained in excellent regioselectivities through vinyl or allylic C-H functionalization. The generality of the method was elucidated by the cross-coupling of an alkene with an oxindole and the direct functionalization of electron-rich arenes with azlactones.
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