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Diastereoselective Palladium Catalyzed Carbenylative Amination of ortho‐Vinylanilines with 3‐Diazoindolin‐2‐ones
Advanced Synthesis & Catalysis ( IF 5.4 ) Pub Date : 2020-01-16 , DOI: 10.1002/adsc.201901286
Angula Chandra Shekar Reddy 1 , Palagulla Maheswar Reddy 1 , Pazhamalai Anbarasan 1
Affiliation  

A diastereoselective palladium catalyzed carbenylative amination of ortho‐vinylaniline with 3‐diazoindolines‐2‐one have been accomplished for the synthesis of various tetrasubstituted indoline fused spirooxindole with good yields and diastereoselectivity. Notable features of the method include construction of two contiguous tetrasubstituted carbon stereocenters via C−N and C−C bond formation in single operation, wide functional group tolerance and high atom and step economy. Importantly, the present reaction was also extended to one‐pot conversion of tosylhydrazones and ortho‐vinylanilines to spirooxindole derivatives.

中文翻译:

3-对偶氮吲哚-2-酮的非对映选择性钯催化邻乙烯基苯胺的羰基化胺化

用3-重氮二吲哚-2-酮对乙烯基苯胺进行非对映选择性钯催化的羰基化胺化反应可合成各种具有良好收率和非对映选择性的四取代二氢吲哚啉稠合螺恶灵。该方法的显着特征包括在一次操作中通过CN和CC键形成两个连续的四取代碳立构中心,具有宽泛的官能团耐受性和较高的原子经济性和步骤经济性。重要的是,本反应还扩展到了甲苯磺酰肼和乙烯基苯胺的一锅转化为螺恶灵吲哚衍生物。
更新日期:2020-01-17
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