2150-88-1Relevant articles and documents
Electrochemical Hofmann rearrangement mediated by NaBr: Practical access to bioactive carbamates
Li, Lijun,Xue, Mengyu,Yan, Xin,Liu, Wenmin,Xu, Kun,Zhang, Sheng
supporting information, p. 4615 - 4618 (2018/07/06)
An electrochemical Hofmann rearrangement is reported. With the mediation of NaBr, highly corrosive and toxic halogens are avoided. Moreover, this efficient and green approach is well compatible with a broad range of amides, including several commercial medicine derivatives, and provides direct access to synthetically useful carbamates. The synthetic utility of this method is also demonstrated by the preparation of 15N labeling carbamate and gram-scale synthesis of Amantadine.
Aniline carbamates: A versatile and removable motif for palladium-catalyzed directed c-h activation
Uhlig, Nick,Li, Chao-Jun
supporting information, p. 12066 - 12070 (2015/03/31)
The aniline carbamate is introduced as a new removable directing group for C-H activation. Its versatility and ability as a directing group are demonstrated by its use in the ortho-arylation of a wide variety of aniline derivatives under palladium(II) catalysis, with symmetric diaryliodonium salts as aryl donors. The reaction differs from previously reported arylations in its selectivity and its mechanism, as elucidated by kinetic and isotopic experiments. The directing group can also be easily removed under a variety of conditions.
Palladium-catalyzed carbonylation of amines: Switchable approaches to carbamates and N,N′-disubstituted ureas
Guan, Zheng-Hui,Lei, Hao,Chen, Ming,Ren, Zhi-Hui,Bai, Yinjuan,Wang, Yao-Yu
supporting information; experimental part, p. 489 - 496 (2012/04/04)
Switchable access to carbamates and ureas has been developed by solvent control palladium-catalyzed carbonylation of aromatic amines under an atmosphere of carbon monoxide. A variety of N-phenylcarbamates and N,N′- diphenylureas was easily synthesized in good to excellent yields from readily available aromatic amines under mild conditions. Copyright