Intramolecular Pd-Catalyzed Anomeric C(sp3)-H Activation of Glycosyl Carboxamides

被引：36

作者：

Probst, Nicolas ^{[1
]}

Grelier, Gwendal ^{[2
]}

Gherman, NourEddine ^{[3
]}

Gandon, Vincent ^{[2
,4
]}

Alami, Mouad ^{[1
]}

Messaoudi, Samir ^{[1
]}

机构：

[1] Univ Paris Saclay, Univ Paris Sud, CNRS, BioCIS, Chatenay Malabry, France

[2] Univ Paris Saclay, Univ Paris Sud, CNRS UPR 2301, Inst Chim Subst Nat, 1 Av Terrasse, F-91198 Gif Sur Yvette, France

[3] Univ Paris Saclay, Univ Sud, CNRS, Inst Galien, F-92296 Chatenay Malabry, France

[4] Univ Paris Saclay, Univ Paris Sud, CNRS UMR 8182, Inst Chim Mol & Mat Orsay, F-91405 Orsay, France

来源：

ORGANIC LETTERS | 2017年 / 19卷 / 19期

关键词：

C-H BONDS; CYCLOISOMERIZATION REACTIONS; ARYLBORONIC ACIDS; DIRECT ARYLATION; ALPHA-ARYLATION; PALLADIUM; LIGAND; RECOGNITION; FUNCTIONALIZATIONS; ALKENYLATION;

D O I：

10.1021/acs.orglett.7b02170

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An expedient method for the synthesis of fused glycosylquinolin-2-ones and glycosylspirowandoles through an unprecedented intramolecular Pd-catalyzed anomeric C-H activation of the sugar moiety of 2-bromophenyl glycosylcarboxamides is reported. The scope of the reaction is broad and tolerates a wide range of functional groups.

引用

页码：5038 / 5041

页数：4

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