NH2-Directed C–H Alkenylation of 2-Vinylanilines with Vinylbenziodoxolones,Organic Letters

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NH2-Directed C–H Alkenylation of 2-Vinylanilines with Vinylbenziodoxolones
Organic Letters ( IF 4.9 ) Pub Date : 2017-09-19 00:00:00 , DOI: 10.1021/acs.orglett.7b02630
Andreas Boelke ₁ , Lucien D. Caspers ₁ , Boris J. Nachtsheim ₁

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The first directing-group-mediated C–H alkenylation with alkenyl-λ³-iodanes as electrophilic alkene-transfer reagents has been developed. The application of free aromatic amines as challenging but synthetically valuable directing groups in combination with an Ir^III catalyst enabled the synthesis of highly desirable 1,3-dienes in excellent yields of up to 98% with high to perfect (Z,E) stereoselectivity. A broad substrate scope and further synthetic modifications are demonstrated.

中文翻译：

NH ₂定向的2-乙烯基苯胺与乙烯基苯并恶唑酮的CH烯基化反应

与链烯基λ第一定向基团的介导C-H烯基³ -iodanes作为亲电烯烃-转移试剂已经研制成功。将游离芳族胺作为具有挑战性但合成上有价值的导向基团与Ir ^III催化剂结合使用，能够以高达98％的极高收率和极高至完美的（Z，E）立体选择性合成高度理想的1,3-二烯。证明了广泛的底物范围和进一步的合成修饰。

更新日期：2017-09-19

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