Palladium(II)-Catalyzed C(sp 3 )-H Activation of N,O-Ketals towards a Method for the -Functionalization of Ketones

被引：11
作者：
Ho, Danny K. H. [1 ]
Calleja, Jonas [1 ]
Gaunt, Matthew J. [1 ]
机构：
[1] Univ Cambridge, Dept Chem, Lensfield Rd, Cambridge CB2 1EW, England
来源：
SYNLETT | 2019年 / 30卷 / 04期
关键词：
oxazolidine; palladium; carbonylation; lactam; ketone; C-H activation; C-H ACTIVATION; C(SP(3))-H BOND ACTIVATION; DIRECT BETA-ARYLATION; ALIPHATIC-AMINES; GAMMA-VALEROLACTONE; CARBONYLATION; CARBON; ROUTE;
D O I：
10.1055/s-0037-1611664
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A method for the formal -functionalization of aliphatic ketones via a palladium-catalyzed sp (3) C-H activation pathway is reported. An N,O-ketal directs an aliphatic C-H carbonylation to form -lactams which upon hydrolysis generate -keto carboxylic acids. This C-C bond-forming reaction is tolerant of a range of functional groups, enabling the synthesis of a range of synthetically important building blocks. Furthermore, the concepts underlying this transformation have also enabled the development of a related C-H alkenylation process to highly functionalised heterocycles.
引用
收藏
页码：454 / 458
页数：5
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