Synthesis of substituted anilinesviaa gold-catalyzed three-component reaction

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作者
Ueda, Hirofumi [1 ]
Yamamoto, Ryota [1 ]
Yamaguchi, Minami [1 ]
Tokuyama, Hidetoshi [1 ]
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[1] Graduate School of Pharmaceutical Sciences, Tohoku University Aoba 6-3, Aramaki, Aoba-ku, Sendai,Miyagi,980-8578, Japan
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Organic and Biomolecular Chemistry | 2021年 / 19卷 / 04期
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摘要
A three-component reaction for the synthesis of substituted anilines by a gold(i)-catalyzed domino reaction was developed. Cationic gold catalysts selectively and sequentially activated two different alkynes, which were involved in pyrrole synthesis and subsequent Diels-Alder reaction. The sequential formal (3 + 2) annulation/Diels-Alder reaction of three components provided a variety of substituted anilines in a modular fashion. Moreover, utility of the aniline products was demonstrated by derivatization to substituted benzoxazines, which are pharmaceutically important heterocycles. © The Royal Society of Chemistry 2020.
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页码:765 / 769
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