A Novel Method for N3-Functionalized Aminoimidazolines and Aminopyrimidines by Aza-Michael Additions of Aminoimidazolines and Aminopyrimidines to α,β-Unsaturated Carbonyl Compounds

Heterocycles ◽  
2007 ◽  
Vol 71 (11) ◽  
pp. 2363 ◽  
Author(s):  
Xi-Cun Wang ◽  
Cheng-Wei Lv ◽  
Zheng-Jun Quan ◽  
Guo-Li Huang ◽  
Wen-Long Yang
Keyword(s):  
Carbonyl Compounds ◽  
Michael Additions ◽  
Novel Method

1-ChIoromethyl-3,5-dimethylpyrazole hydrochloride. A useful synthetic intermediate

1989 ◽  
Vol 67 (7) ◽  
pp. 1144-1147 ◽  
Author(s):  
Alan R. Katritzky ◽  
Jamshed N. Lam
Keyword(s):  
Carbonyl Compounds ◽  
Alkyl Halides ◽  
Nucleophilic Displacement ◽  
Novel Method ◽  
Synthetic Intermediate ◽  
Substituted Pyrazoles

1-Chloromethyl-3,5-dimethylpyrazole hydrochloride readily undergoes nucleophilic displacement with O-, N-, or S-nu-cleophiles. 1-Phenylthiomethyl-3,5-dimethylpyrazole can be lithiated at the CH2 group and reacted with alkyl halides and carbonyl compounds. Desulfurization of the products affords a novel method of preparing N-substituted pyrazoles. Keywords: pyrazole, lithiation, chloromethylazoles, desulfurization.

scholarly journals Reactivity prediction in aza-Michael additions without transition state calculations: the Ames test for mutagenicity

2020 ◽  
Vol 56 (88) ◽  
pp. 13661-13664
Author(s):  
Piers A. Townsend ◽  
Matthew N. Grayson
Keyword(s):  
Transition State ◽  
Ames Test ◽  
Transition States ◽  
Michael Additions ◽  
Novel Method

This work demonstrates a novel method for aza-Michael reactivity prediction using easily calculable intermediate structures instead of time-consuming transition states.

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