1438408-08-2Relevant academic research and scientific papers
Facile one-pot synthesis of 3,5-disubstituted 1 h -pyrazoles from propargylic alcohols via propargyl hydrazides
Raji Reddy, Chada,Vijaykumar, Jonnalagadda,Grée, René
, p. 830 - 836 (2013/04/23)
A new and efficient metal-free, two-component, one-pot approach to a variety of 3,5-disubstituted 1H-pyrazoles has been developed from propargylic alcohols. This transformation proceeds via an acid-catalyzed propargylation of N,N-diprotected hydrazines followed by base-mediated 5-endo-dig cyclization leading to 3,5-disubstituted 1H-pyrazoles in good overall yields. Georg Thieme Verlag Stuttgart. New York.
Propargyl hydrazides: Synthesis and conversion into pyrazoles through hydroamination
Yoshimatsu, Mitsuhiro,Ohta, Katsuki,Takahashi, Nami
supporting information, p. 15602 - 15606 (2013/01/16)
Pyrazoles direct: Propargyl alcohols undergo hydrazination when treated with p-tosyl hydrazide in the presence of catalytic amounts of either Sc(OTf)3 or La(OTf)3 (see scheme; Tf= trifluoromethanesulfonyl). Propargyl hydrazides are converted into either N-tosyl or N-H pyrazoles when treated with an acid or a base, respectively. The one-step acid-catalyzed hydrazination/cyclization of propargyl alcohols directly affords pyrazoles in high yields. Copyright
