41948-54-3Relevant academic research and scientific papers
Visible-light-promoted synthesis of secondary and tertiary thiocarbamates from thiosulfonates andN-substituted formamides
Bi, Wen-Zhu,Zhang, Wen-Jie,Li, Zi-Jie,He, Yuan-Hao,Feng, Su-Xiang,Geng, Yang,Chen, Xiao-Lan,Qu, Ling-Bo
, p. 8701 - 8705 (2021/10/22)
A general visible-light-promoted metal-free synthesis of secondary and tertiary thiocarbamates starting from thiosulfonates andN-substituted formamides is developed. By employing rhodamine B as a photocatalyst andtert-butyl hydroperoxide (TBHP) as an oxidant, a wide scope of thiocarbamates can be obtained through direct thiolation of acyl C-H bonds under irradiation of blue light at room temperature for 12 h.
Benzylic Thio and Seleno Newman-Kwart Rearrangements
Eriksen, Kristina,Ulfkj?r, Anne,S?lling, Theis I.,Pittelkow, Michael
, p. 10786 - 10797 (2018/09/06)
The thermally induced OBn → SBn and OBn → SeBn migration reactions facilitate the rearrangement of O-benzyl thio- and selenocarbamates [BnOC(=X)NMe2] (X = S or Se) into their corresponding S-benzyl thio- and Se-benzyl selenocarbamates [BnXC(=O)NMe2] (X = S or Se). A series of substituted O-benzyl thio- and selenocarbamates were synthesized and rearranged in good yields of 33-88%. The reaction rates are higher for substrates with electron-donating groups in the 2 or 4 position of the aromatic ring, but the rearrangement also proceeds with electron-withdrawing substituents. The rearrangement follows first-order reaction kinetics and proceeds via a tight ion pair intermediate consisting of the benzylic carbocation and the thio- or selenocarbamate moiety. Computational studies support these findings.
Dithioallophanic Acids. Part-III: Interaction of Carbon Oxysulphide with 2-S-benzyl-1,1-Dimethyl/1-Phenyl Isothiocarbamides
Dravid, R. N.,Chande, M. S.
, p. 855 - 857 (2007/10/02)
Interaction of carbon oxysulphide with 2-S-benyl-1,1-dimethtyl isothiocarbamide in benzene has been found to afford 1,1-dimethyl thiocarbamide thiocyanate, S-benzyl-N,N-dimethyl thiocarbamate, and S-benzyl-N,N-dimethyl dithiocarbamate. 2-S-Benzyl-1-phenyl isothiocarbamide also affords the corresponding thiocarbamate, dithiocarbamate and in addition phenyl thiocarbamide.Mechanism has been discussed in detail.
