One-Carbon Incorporation Using Cyclobutanone Oxime Ester Enabled [2 + 2 + 1] Carboannulation of 1,7-Enynes by C–C/N–O Bond Cleavage and C–H Functionalization,Organic Letters

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One-Carbon Incorporation Using Cyclobutanone Oxime Ester Enabled [2 + 2 + 1] Carboannulation of 1,7-Enynes by C–C/N–O Bond Cleavage and C–H Functionalization
Organic Letters ( IF 4.9 ) Pub Date : 2019-11-25 , DOI: 10.1021/acs.orglett.9b03643
Jiang-Xi Yu _{1,

2} , Fan Teng _{1,

3} , Jian-Nan Xiang ₁ , Wei Deng ₁ , Jin-Heng Li _{1,

2,

3}

Affiliation

A NiCl₂-promoted [2 + 2 + 1] carboannulation of 1,7-enynes with internally oxidative cyclobutanone oximes to produce canyo-functionalized 4H-cyclopenta[c]quinolin-4-ones is disclosed. Through C–C/N–O bond cleavage and C–H functionalization, the process enables one-carbon incorporation using cyclobutanone oximes to achieve [2 + 2 + 1] carboannulation of 1,7-enynes, which is highlighted by allowing the formation of four new bonds with high selectivity and broad substrate scope.

中文翻译：

单碳结合使用环丁酮肟酯使[2 + 2 + 1]通过C–C / N–O键断裂和C–H功能化实现1,7-烯炔的碳环化

公开了NiCl ₂促进的1，7-烯炔的[2 + 2 + 1]碳环化与内部氧化的环丁酮肟，以生产犬功能化的4 H-环戊[ c ]喹啉-4-酮。通过C–C / N–O键的裂解和C–H的功能化，该过程使使用环丁酮肟的单碳结合可实现1,7-烯炔的[2 + 2 + 1]碳环化，这一点通过允许形成四个具有高选择性和广泛底物范围的新键。

更新日期：2019-11-28

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