Highly efficient Cs2CO3-catalyzed 1,4-addition of Me3SiCN to enones with water as the additive

Jingya Yang; Yongbin Shen; Fu Xue Chen

doi:10.1055/s-0029-1218653

Highly efficient Cs₂CO₃-catalyzed 1,4-addition of Me₃SiCN to enones with water as the additive

Jingya Yang, Yongbin Shen, Fu Xue Chen^*

^*此作品的通讯作者

化学与化工学院

科研成果: 期刊稿件 › 文章 › 同行评审

26 引用（Scopus）

摘要

A facile and efficient 1,4-addition of Me₃SiCN to enones has been achieved with perfect regioselectivity using Cs₂CO₃ as catalyst. Thus, with 0.5 mol% of Cs₂CO₃ and 4 equivalents of H₂O as the additive excellent yields (81-99%) of -cyanoketones are obtained within one to five hours. Both aromatic and aliphatic enones are found suitable substrates for this protocol.

源语言	英语
文章编号	F22209SS
页（从-至）	1325-1333
页数	9
期刊	Synthesis
期	8
DOI	https://doi.org/10.1055/s-0029-1218653
出版状态	已出版 - 2010

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10.1055/s-0029-1218653

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abstract = "A facile and efficient 1,4-addition of Me3SiCN to enones has been achieved with perfect regioselectivity using Cs2CO3 as catalyst. Thus, with 0.5 mol% of Cs2CO3 and 4 equivalents of H2O as the additive excellent yields (81-99%) of -cyanoketones are obtained within one to five hours. Both aromatic and aliphatic enones are found suitable substrates for this protocol.",

keywords = "1,4-addition, Catalysis, Enones, Nitriles, Regioselectivity",

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AU - Yang, Jingya

AU - Shen, Yongbin

AU - Chen, Fu Xue

PY - 2010

Y1 - 2010

N2 - A facile and efficient 1,4-addition of Me3SiCN to enones has been achieved with perfect regioselectivity using Cs2CO3 as catalyst. Thus, with 0.5 mol% of Cs2CO3 and 4 equivalents of H2O as the additive excellent yields (81-99%) of -cyanoketones are obtained within one to five hours. Both aromatic and aliphatic enones are found suitable substrates for this protocol.

AB - A facile and efficient 1,4-addition of Me3SiCN to enones has been achieved with perfect regioselectivity using Cs2CO3 as catalyst. Thus, with 0.5 mol% of Cs2CO3 and 4 equivalents of H2O as the additive excellent yields (81-99%) of -cyanoketones are obtained within one to five hours. Both aromatic and aliphatic enones are found suitable substrates for this protocol.

KW - 1,4-addition

KW - Catalysis

KW - Enones

KW - Nitriles

KW - Regioselectivity

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M1 - F22209SS

ER -

Highly efficient Cs2CO3-catalyzed 1,4-addition of Me3SiCN to enones with water as the additive

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Highly efficient Cs₂CO₃-catalyzed 1,4-addition of Me₃SiCN to enones with water as the additive