6301-08-2Relevant academic research and scientific papers
Oxidations of pyrrolidines and piperidines to afford CH-functionalized isopropyl-1-carboxylate congeners
Gunawan, Steven,Bedard, Nathan,Foley, Christopher,Hulme, Christopher
supporting information, (2021/04/02)
This article describes the action of iodine(III) reagents [diacetoxyiodobenzene, PhI(OAc)2, and iodosobenzene, (PhIO)n] in conjunction with TMSBr which act as functional bromine equivalents in unique oxidations of saturated, carbamate protected N-heterocycles. Interestingly, during this work, treatment of the same carbamates with molecular bromine alone afforded similar products, which were sequestered by the solvent methanol.
Amine-Responsive Disassembly of AuI–CuI Double Salts for Oxidative Carbonylation
Cao, Yanwei,Yang, Jian-Gong,Deng, Yi,Wang, Shengchun,Liu, Qi,Shen, Chaoren,Lu, Wei,Che, Chi-Ming,Chen, Yong,He, Lin
supporting information, p. 2080 - 2084 (2019/12/24)
A sensitive amine-responsive disassembly of self-assembled AuI-CuI double salts was observed and its utilization for the synergistic catalysis was enlightened. Investigation of the disassembly of [Au(NHC)2][CuI2] revealed the contribution of Cu-assisted ligand exchange of N-heterocyclic carbene (NHC) by amine in [Au(NHC)2]+ and the capacity of [CuI2]? on the oxidative step. By integrating the implicative information coded in the responsive behavior and inherent catalytic functions of d10 metal complexes, a catalyst for the oxidative carbonylation of amines was developed. The advantages of this method were clearly reflected on mild reaction conditions and the significantly expanded scope (51 examples); both primary and steric secondary amines can be employed as substrates. The cooperative reactivity from Au and Cu centers, as an indispensable prerequisite for the excellent catalytic performance, was validated in the synthesis of (un)symmetric ureas and carbamates.
α-Haloalkyl Haloformates and Related Compounds 1. A Convenient Synthesis of Carbamates via Chloromethyl Carbamates
Patonay, Tamas,Patonay-Peli, Erzsebet,Mogyorodi, Ferenc
, p. 2865 - 2885 (2007/10/02)
The preparation of carbamates under mild conditions utilizing a new class of activated carbonates (containing chloromethyl function) is described.
Novel Synthesis of Carbamate Ester from Carbon Dioxide, Amines, and Alkyl Halides
Yoshida, Yasuhiko,Ishii, Shigeru,Watanabe, Masayo,Yamashita, Tadataka
, p. 1534 - 1538 (2007/10/02)
A novel synthesis of carbamate ester using carbon dioxide as a direct material is reported in this article.The direct reaction of carbon dioxide, aliphatic amines, and alkyl halides was found to give the corresponding alkyl carbamate esters in good yields.Reactions using secondary alkyl bromides gave carbamate esters in higher yields than those using primary or tertiary alkyl bromides.The carbamate ester yields increased with the addition of N,N-dimethylformamide to the reaction system of carbon dioxide, amines, and alkyl halides.This reaction is considered to prooced by an SN2 displacement reaction of the alkyl halide by the carbamate anion formed from the reaction of carbon dioxide and the amine.
