TBHP promoted demethylation of α-amino carbonyl compounds: a concise approach to substituted γ-lactams

2019 ◽  
Vol 6 (11) ◽  
pp. 1837-1841 ◽  
Author(s):  
Xue Peng ◽  
Hui-Hong Wang ◽  
Fei Cao ◽  
Hong-Hua Zhang ◽  
Ying-Mei Lu ◽  
...  

A novel tert-butyl hydroperoxide (TBHP) promoted CH2-extrusion reaction of α-amino carbonyl compounds has been developed, which is driven by a demethylenation process to give various ring contraction products γ-lactams under radical conditions.

Author(s):  
V. V. Chapurkin ◽  
S. V. Chapurkin

By the interaction of fluorine-substituted aromatic carbonyl compounds with tert-butyl hydroperoxide, hydroxyhydroperoxides were obtained whose non-fluorinated analogues were not obtained due to their instability. Synthesized peroxides are of interest as initiators of fluororubber structuring.


2014 ◽  
Vol 16 (6) ◽  
pp. 3013-3017 ◽  
Author(s):  
Md. Munkir Hossain ◽  
Wei-Kai Huang ◽  
Hung-Jie Chen ◽  
Pei-Han Wang ◽  
Shin-Guang Shyu

Biphasic Cu(ii) catalyzed selective oxidative cleavage of aromatic gem-disubstituted alkenes to carbonyl compounds using tert-butyl hydroperoxide at room temperature.


2020 ◽  
Vol 18 (15) ◽  
pp. 2949-2955 ◽  
Author(s):  
Bin Cheng ◽  
Bian Bao ◽  
Wei Xu ◽  
Yuntong Li ◽  
Hui Li ◽  
...  

Pyrazoles were synthesized from pyridinium 1,4-zwitterionic thiolates and hydrazonoyl chlorides via an unusual [[3 + 3] − 1] pathway, involving a formal [3 + 3] cascade cyclization followed by a spontaneous ring-contraction/sulfur extrusion reaction.


2018 ◽  
Vol 54 (96) ◽  
pp. 13547-13550 ◽  
Author(s):  
Stefania Porcu ◽  
Alberto Luridiana ◽  
Alberto Martis ◽  
Angelo Frongia ◽  
Giorgia Sarais ◽  
...  

A general strategy for the synthesis of arylthio cyclopropyl carbaldehydes and ketones via acid catalysed arylthiol addition/ring contraction reaction sequence has been exploited. The procedure led to a wide panel of cyclopropyl carbonyl compounds in high yields and broad substrate scope.


1973 ◽  
Vol 0 (4) ◽  
pp. 103-104 ◽  
Author(s):  
Jean P. Barnier ◽  
Jean M. Denis ◽  
Jacques R. Salaün ◽  
Jean M. Conia

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