Title Synthesis, Characterization, and Reactivity of N-Acyl Chloroformamidines: Useful Building Blocks for the Construction of N-Acyl-Substituted 1,1-Diaminoethylenes, Amidines, Ureas, and Thioureas
Authors Wang, Yang
Chi, Yue
Zhao, Fei
Zhang, Wen-Xiong
Xi, Zhenfeng
Affiliation Peking Univ, Key Lab Bioorgan Chem & Mol Engn, Minist Educ, BNLMS,Coll Chem, Beijing 100871, Peoples R China.
Nankai Univ, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China.
Keywords carbodiimide
N-acyl chloroformamidine
1,1-diaminoethylene
amidine
urea
EFFICIENT MULTICOMPONENT REACTIONS
EARTH-METAL COMPLEXES
COORDINATION CHEMISTRY
CATALYTIC ADDITION
C-N
CARBODIIMIDE CHEMISTRY
GUANIDINATE LIGANDS
UBER CARBODIIMIDE
TERMINAL ALKYNES
SECONDARY-AMINES
Issue Date 2013
Publisher synthesis stuttgart
Citation SYNTHESIS-STUTTGART.2013,45,(3),347-354.
Abstract The systematic synthesis of a series of N-acyl chloroformamidines is achieved by reaction of carbodiimides with acid chlorides; the structure of an N-acyl chloroformamidine was confirmed by X-ray diffraction. The reactivity of N-acyl chloroformamidines towards diethyl malonate, phenylethynyllithium, pentane-2,4-dione, methyl acetoacetate, water, 1,3-dimethylurea, 1,3-dimethylthiourea, and sodium hydrosulfide, resulted in unique protocols for the synthesis of N-acyl-substituted 1,1-diaminoethylenes, amidines, ureas, and thioureas, respectively. These results show that N-acyl chloroformamidines have a good ability to accept nucleophilic attack for the construction of useful N-containing compounds.
URI http://hdl.handle.net/20.500.11897/394026
ISSN 0039-7881
DOI 10.1055/s-0032-1316833
Indexed SCI(E)
Appears in Collections: å å¦ä¸ å å å·¥ç¨ å¦é ¢
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