Ag-Catalyzed cycloisomerization of 1,6-enynamide: an intramolecular type II Alder-ene reaction,Organic Chemistry Frontiers

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Ag-Catalyzed cycloisomerization of 1,6-enynamide: an intramolecular type II Alder-ene reaction
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2019-11-18 , DOI: 10.1039/c9qo01258c
Mei-Hua Shen _{1,

2,

3,

4} , Yu-Mei Zhang _{1,

2,

3,

4} , Chun Jiang _{1,

2,

3,

4} , Hua-Dong Xu _{1,

2,

3,

4} , Defeng Xu _{1,

2,

3,

4}

Affiliation

Promoted by a silver catalyst, 1,6-enynamides with a cyclic ene moiety can undergo cycloisomerization to fused N-heterobicycles. This transformation presents an unusual type II Alder-ene reaction and is believed to proceed through a catalytic cycle of formation of a keteneiminium silver intermediate, subsequent 6-endo-trig cyclization and protodemetalation.

中文翻译：

Ag催化的1,6-乙酰胺的环异构化：分子内II型Alder-ene反应

在银催化剂的促进下，具有环烯部分的1,6-烯酰胺可以进行环异构化为稠合的N-杂环二环。该转化呈现出不寻常的II型Alder-ene反应，并且据信将通过形成烯酮亚胺银中间体，随后的6-内-trig环化和原金属脱金属的催化循环进行。

更新日期：2019-11-18

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