2447-93-0Relevant articles and documents
Catalyst-Free Singlet Oxygen-Promoted Decarboxylative Amidation of α-Keto Acids with Free Amines
Xu, Wen-Tao,Huang, Bei,Dai, Jian-Jun,Xu, Jun,Xu, Hua-Jian
, p. 3114 - 3117 (2016/07/14)
A novel catalyst-free decarboxylative amidation of α-keto acids with amines under mild conditions has been developed. Advantages of the new protocol include avoidance of metal catalysts and high levels of functional group tolerance. In addition, the reaction can be scaled up and shows high chemoselectivity. Preliminary mechanistic studies suggest that singlet oxygen, generated from oxygen under irradiation, is the key promoter for this catalyst-free transformation.
Efficient and convenient deprotection of thiocarbonyl to carbonyl compounds using 3-carboxypyridinium and 2,2′-bipyridinium chlorochromates in solution, dry media, and under microwave irradiation
Mohammadpoor-Baltork, Iraj,Memarian, Hamid Reza,Bahrami, Kiumars
, p. 411 - 418 (2007/10/03)
A synthetic utility of 3-carboxypyridinium (CPCC) and 2,2′- bipyridinium (BPCC) chlorochromates in deprotection reactions is reported. Different types of thioamides, thioureas, thiono esters, and thioketones are deprotected to their corresponding carbonyl compounds with these reagents in good to excellent yields. The reactions were carried out in solution, under solvent-free conditions, and under microwave irradiation. The results show that with both reagents the rates of the reactions and the yields are usually highest under microwave irradiation. Springer-Verlag 2003.
Selective conversion of thioamides and thioureas to their oxygen analogues using quinolinium fluorochromate
Tajbakhsh,Mohammadpoor-Baltork,Alimohammadi
, p. 2638 - 2640 (2007/10/03)
The synthetic utility of quinolinium fluorochromate (QFC) in deprotection of thiocarbonyl compounds is reported. A variety of primary and secondary thioamides and thioureas are converted to their oxo derivatives in high yields. However, tertiary thioamides afford their amides in relatively poor yields. Selective deprotection of thioamides and thioureas in the presence of thionoesters and thioketones is noteworthy advantage of this method.