19734-35-1Relevant academic research and scientific papers
Air-Induced One-Pot Synthesis of N-Sulfonylformamidines from Sulfonyl Chlorides, NaN3, and Tertiary/Secondary Amines
Bi, Wen-Zhu,Zhang, Wen-Jie,Li, Zi-Jie,Xia, Xiao-Yi,Chen, Xiao-Lan,Qu, Ling-Bo,Zhao, Yu-Fen
supporting information, p. 6071 - 6076 (2019/09/09)
An efficient and practical one-pot strategy for the synthesis of N-sulfonylformamidines was developed by directly using easily available sulfonyl chlorides, sodium azide and tertiary/secondary amines in the presence of 5 mol-% CuBr2 under aerob
N -Sulfonyl acetylketenimine as a highly reactive intermediate for the synthesis of N -sulfonyl amidines
Yang, Weiguang,Huang, Dayun,Zeng, Xiaobao,Luo, Dongping,Wang, Xinyan,Hu, Yuefei
supporting information, p. 8222 - 8225 (2018/07/29)
A highly reactive intermediate N-sulfonyl acetylketenimine was generated from a 3-butyn-2-one participating CuAAC/ring-opening method. Its high reactivity due to bearing two EWGs allowed us to offer the first example of a reaction between ketenimine and amide to synthesize N-sulfonyl amidines efficiently.
Synthesis of N-Sulfonyl Amidines and Acyl Sulfonyl Ureas from Sulfonyl Azides, Carbon Monoxide, and Amides
Chow, Shiao Y.,Odell, Luke R.
, p. 2515 - 2522 (2017/03/14)
A Pd-catalyzed and ligand-free carbonylation/cycloaddition/decarboxylation cascade synthesis of sulfonyl amidines from sulfonyl azides and substituted amides at low CO pressure is reported. The reaction proceeds via an initial Pd-catalyzed carbonylative generation of sulfonyl isocyanates from sulfonyl azides, followed by a [2 + 2] cycloaddition with amides and subsequent decarboxylation, which liberates the desired sulfonyl amidines, generating N2 and CO2 as the only reaction byproducts. Using this simple protocol, a diverse range of sulfonyl amidines was obtained in moderate to excellent yields. In addition, the reaction can also be directed through a more conventional amidocarbonylation pathway by employing N-monosubstituted amide nucleophiles to afford acyl sulfonyl ureas in good yields.
CuCI/CCI4-Promoted Convenient Synthesis of Sulfonyl Amidines from Tertiary Amines and Sulfonyl Azides
Xu, Xiaoliang,Ge, Zhichuang,Cheng, Dongping,Lei, Ma.,Lu, Chunshan,Zhang, Qunfeng,Yao, Nan,Li, Xiaonian
supporting information; experimental part, p. 897 - 899 (2010/06/13)
Chemical Equation Presentation Promoted by CuCI/CCI4, a variety of sulfonyl azides and tertiary amines were successfully coupled to give sulfonyl amidine derivatives in good to excellent yields. A possible mechanism for this reaction Is discussed
