A convenient one-pot synthesis of cystine-containing peptides from protected peptidyl resins using the trimethylsilyl chloride–dimethyl sulfoxide–trifluoroacetic acid system

Author(s):  
Hirokazu Tamamura ◽  
Tsunehito Ishihara ◽  
Akira Otaka ◽  
Takaki Koide ◽  
Kengo Miyoshi ◽  
...  
Synlett ◽  
2020 ◽  
Vol 31 (14) ◽  
pp. 1430-1434
Author(s):  
Ming Bian ◽  
Jin-feng Zhou ◽  
Dong-min Tang

An efficient and practical protocol for the geminal heterodihalogenation of methyl ketones by using readily available dimethyl sulfoxide and a combination of HCl and HBr is reported. Control experiments suggested that the acidity of the solution, as well as the oxidizing ability and nucleophilicity of the dimethyl sulfoxide might work cooperatively in ensuring the success of the tandem substitution. Its operational simplicity, easy accessibility, and mild oxidative conditions suggest that the present strategy might be useful for the assembly of bromochloromethyl functional groups in drug discovery.


2013 ◽  
Vol 33 (5) ◽  
pp. 1047 ◽  
Author(s):  
Zhenghong Ren ◽  
Sheng Li ◽  
Xinghua Zhang ◽  
Li Fan ◽  
Guangming Zhou ◽  
...  

2017 ◽  
Vol 82 (7) ◽  
pp. 3491-3499 ◽  
Author(s):  
Caixia Xie ◽  
Zeyuan Zhang ◽  
Danyang Li ◽  
Jian Gong ◽  
Xushuang Han ◽  
...  

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