Quinolin-8-yl Formate: A New Option for Small-Scale Carbonylation Reactions in Microwave Reactors

Synlett ◽  
2020 ◽  
Vol 31 (16) ◽  
pp. 1608-1612
Author(s):  
J. Craig Ruble ◽  
Christopher J. Maddocks ◽  
Sivakumar V. Aathimanikandan ◽  
Jeffery Richardson
Keyword(s):  
Acyl Transfer ◽  
Transfer Reactions ◽  
Small Scale ◽  
Convenient Procedure ◽  
Microwave Reactor ◽  
Microwave Reactors ◽  
Benzyl Halides ◽  
Acyl Transfer Reactions

A convenient procedure for conducting small-scale carbonylations of aryl or benzyl halides in a microwave reactor by using quinolin-8-yl formate is described. The resulting 8-acyloxyquinolines were shown to be more reactive than phenyl esters in acyl-transfer reactions, and their utility for the production of esters and amides was demonstrated.

Bioinspired Synthesis of Chiral 3,4-Dihydropyranones via S-to-O Acyl-Transfer Reactions

2018 ◽  
Vol 20 (6) ◽  
pp. 1584-1588 ◽  
Author(s):  
Hui Jin ◽  
Juyeol Lee ◽  
Hu Shi ◽  
Jin Yong Lee ◽  
Eun Jeong Yoo ◽  
...  
Keyword(s):  
Acyl Transfer ◽  
Transfer Reactions ◽  
Bioinspired Synthesis ◽  
Acyl Transfer Reactions

Elimination-addition mechanisms of acyl transfer reactions

1975 ◽  
Vol 75 (5) ◽  
pp. 627-649 ◽  
Author(s):  
Andrew Williams ◽  
K. T. Douglas
Keyword(s):  
Acyl Transfer ◽  
Transfer Reactions ◽  
Acyl Transfer Reactions

The role of N-acetylcycloserine in the acyl transfer reactions

1970 ◽  
Vol 48 (2) ◽  
pp. 218-220
Author(s):  
W. J. D. Whish ◽  
T. Viswanatha
Keyword(s):  
Acyl Transfer ◽  
Transfer Reactions ◽  
Acyl Transfer Reactions ◽  
Kinetics Of

The ability of α-N-acetylcycloserine to participate in acyl transfer reactions has been investigated. The reaction with cinnamoylimidazole yields a stable monocinnamoyl intermediate, while that with p-nitrophenyl acetate yields a derivative which undergoes facile deacylation. The kinetics of acylation of α-N-acetylcycloserine and of the deacylation of its acetyl intermediate are reported.

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