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

被引：34
|
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
收藏
页码：5038 / 5041
页数：4
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