Palladium catalyzed synthesis of sugar-fused indolines via C(sp2)-H/N-H activation

被引：7
|
作者：
Verma, Ashish Kumar [1 ]
Chennaiah, Ande [1 ]
Dubbu, Sateesh [1 ]
Vankar, Yashwant D. [1 ]
机构：
[1] Indian Inst Technol Kanpur, Dept Chem, Kanpur 208016, Uttar Pradesh, India
来源：
CARBOHYDRATE RESEARCH | 2019年 / 473卷
关键词：
C(sp(2))-H/N-H activation in carbohydrates; Annulated sugars; Sugar-fused indolines; Sugar-fused indoles; C-H ACTIVATION; PD(II)-CATALYZED AMINATION; STEREOSELECTIVE-SYNTHESIS; ASYMMETRIC-SYNTHESIS; MICHAEL ADDITION; C(SP(3))-H BONDS; NATURAL-PRODUCTS; CELL-ADHESION; ISOCHROMANS; ACCESS;
D O I：
10.1016/j.carres.2018.12.015
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
A simple Pd(OAc)(2) catalyzed strategy for the synthesis of sugar-fused indolines from 2-N-oxalylamido-2-deoxy-C-aryl glycosides is reported by utilizing N-oxalylamido group as an auxiliary via C(sp(2))-H/N-H Activation. The reaction is successfully applied on glucose as well as galactose derived differently substituted 2-N-oxalylamido-2-deoxy-C-aryl glycosides to give sugar-fused indolines in moderate to good yields. The utility of this strategy in the synthesis of sugar-fused indoles is also described.
引用
收藏
页码：57 / 65
页数：9
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