10252-51-4Relevant academic research and scientific papers
An Intramolecular Wittig Approach toward Heteroarenes: Synthesis of Pyrazoles, Isoxazoles, and Chromenone-oximes
Khairnar, Pankaj V.,Lung, Tsai-Hui,Lin, Yi-Jung,Wu, Chi-Yi,Koppolu, Srinivasa Rao,Edukondalu, Athukuri,Karanam, Praneeth,Lin, Wenwei
, p. 4219 - 4223 (2019/06/17)
α-Halohydrazones/ketoximes are transformed into trisubstituted pyrazoles/disubstituted isoxazoles by treatment with phosphine, acyl chloride, and a base. Mechanistic investigations revealed the in situ formation of azo/nitroso olefin intermediates which underwent a tandem phospha-Michael/N- or O-acylation/intramolecular Wittig reaction to afford the heteroarenes in moderate to good yields. Further, proper functionalization of α-haloketoximes and a change of conditions allowed the chemoselective synthesis of chromenone-oximes as well as rearranged isoxazoles, thereby realizing a diversity-oriented synthesis.
Transition-Metal-Free N-Arylation of Pyrazoles with Diaryliodonium Salts
Gonda, Zsombor,Novák, Zoltán
, p. 16801 - 16806 (2015/11/16)
A new synthetic method was developed for the N-arylation of pyrazoles using diaryliodonium salts. The transformation does not require any transition-metal catalyst and provides the desired N-arylpyrazoles rapidly under mild reaction condition in the presence of aqueous ammonia solution as a mild base without the use of inert atmosphere. The chemoselectivity of unsymmetric diaryliodonium salts was also explored with large number of examples.
PTSA-catalyzed Mannich-type-cyclization-oxidation tandem reactions: One-pot synthesis of 1,3,5-substituted pyrazoles from aldehydes, hydrazines and alkynes
Liu, Pei,Pan, Ying-Ming,Xu, Yan-Li,Wang, Heng-Shan
supporting information; experimental part, p. 4696 - 4698 (2012/08/08)
A convenient one-pot Mannich-type-cyclization-oxidation tandem process has been developed for the synthesis of 1,3,5-trisubstituted pyrazoles derivatives from aldehydes, hydrazines and alkynes using p-toluenesulfonic acid monohydrate (PTSA) as a multifunctional catalyst. This method provides a flexible and rapid route to 1,3,5-trisubstituted pyrazoles.
Oxidative Cyclization of Arylhydrazones of Chalcones and Benzalacetones to Pyrazoles by Thianthrene Cation Radical
Kovelesky, Albert C.,Shine, Henry J.
, p. 1973 - 1979 (2007/10/02)
Phenyl-, (p-nitrophenyl)-, and (2,4-dinitrophenyl)hydrazones of chalcone (benzalacetophenone), benzalacetone, and of some of their derivatives undergo oxidative cyclization in reactions with thianthrene cation radical perchlorate.The products are, respect
