Palladium-catalyzed carbonylative synthesis of arylacetamides from benzyl formates and tertiary amines

2020 ◽  
Vol 7 (21) ◽  
pp. 3406-3410
Author(s):  
Ming Lai ◽  
Zhi-Peng Bao ◽  
Xinxin Qi ◽  
Xiao-Feng Wu
Keyword(s):  
Bond Cleavage ◽  
Tertiary Amines ◽  
Palladium Catalyzed

A palladium-catalyzed carbonylative synthesis of arylacetamides via a C–N bond cleavage of tertiary amines with benzyl formates as the CO source has been disclosed. A variety of arylacetamides were obtained in very good yields under oxidant-free conditions.

Pd/C-catalyzed synthesis of oxamates by oxidative cross double carbonylation of alcohols and tertiary amines through C–N bond cleavage

2019 ◽  
Vol 43 (46) ◽  
pp. 18072-18078 ◽  
Author(s):  
Yuvraj A. Kolekar ◽  
Bhalchandra M. Bhanage
Keyword(s):  
Active Compound ◽  
Bond Cleavage ◽  
Tertiary Amines ◽  
Carbonylation Reaction ◽  
Palladium Catalyzed ◽  
Biological Active Compound

Palladium-catalyzed oxidative cross double carbonylation reaction between tertiary amines and alcohols using oxidant O2 and KI as the additive affords oxamates. Oxamate are as a intermediate in biological active compound and glycol synthesis.

ChemInform Abstract: Iodine-Catalyzed C3-Formylation of Indoles via C-N Bond Cleavage of Tertiary Amines under Aerobic Conditions.

ChemInform ◽  
2015 ◽  
Vol 46 (37) ◽  
pp. no-no
Author(s):  
Lin Lu ◽  
Qiheng Xiong ◽  
Shengmei Guo ◽  
Tianqiang He ◽  
Feng Xu ◽  
...  
Keyword(s):  
Bond Cleavage ◽  
Tertiary Amines ◽  
Aerobic Conditions

Palladium-catalyzed Sonogashira coupling of amides: access to ynones via C–N bond cleavage

2016 ◽  
Vol 52 (81) ◽  
pp. 12076-12079 ◽  
Author(s):  
Ming Cui ◽  
Hongxiang Wu ◽  
Junsheng Jian ◽  
Hui Wang ◽  
Chao Liu ◽  
...  
Keyword(s):  
Functional Group ◽  
Bond Cleavage ◽  
Catalyst Loading ◽  
Sonogashira Coupling ◽  
Broad Array ◽  
Palladium Catalyzed ◽  
Low Catalyst Loading

The first palladium-catalyzed Sonogashira coupling of amides has been developed, which proceeds via a selective cleavage of the N-acylsaccharin C–N bond. The protocol is mild, highly functional group tolerant and can be efficiently employed in the synthesis of a broad array of ynones in 48–98% yields under low catalyst loading and Cu-free conditions.

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