153114-32-0Relevant academic research and scientific papers
Improved Method for the Preparation of Guanidines
Kim, Kyoung Soon,Qian, Ligang
, p. 7677 - 7680 (1993)
Use of N,N'-di-(tert-butoxycarbonyl)thiourea 1 in the presence of mercuric chloride provides a very efficient method for the bis-Boc protected guanidine formation of the amino compounds which are highly deactivated either sterically or electronically.
Iodine-catalyzed guanylation of amines with N, N ′-di-Boc-thiourea
Rong, Hao-Jie,Yang, Cui-Feng,Chen, Tao,Xu, Ze-Gang,Su, Tian-Duo,Wang, Yong-Qiang,Ning, Bin-Ke
supporting information, p. 9280 - 9283 (2019/11/13)
Herein, we report that iodine-catalyzed guanylation of primary amines can be accomplished with N,N′-di-Boc-thiourea and TBHP to afford the corresponding guanidines in 40-99% yields. Oxidation of the HI byproduct by TBHP eliminates the need for an extra base to prevent the protonation of substrates and makes the reaction especially useful for both electronically and sterically deactivated primary anilines.
Synthesis of guanidines via the I2 mediated desulfurization of N,N′-di-Boc-thiourea
Rong, Hao-Jie,Yang, Cui-Feng,Chen, Tao,Wang, Yong-Qiang,Ning, Bin-Ke
supporting information, (2019/07/30)
The I2 mediated desulfurization of N,N′-di-Boc-thiourea was developed. Various primary amines, including sterically and electronically deactivated primary amines, were transformed into the corresponding bis-Boc protected guanidines under mild conditions.
