42457-29-4Relevant 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
supporting information, 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.
A direct access to isoxazoles from ynones using trimethylsilyl azide as amino surrogate under metal/catalyst free conditions
Kumar, Gadi Ranjith,Kumar, Yalla Kiran,Reddy, Maddi Sridhar
supporting information, p. 6589 - 6592 (2016/06/01)
A general method for isoxazoles from readily available ynones using trimethylsilyl azide as an amino surrogate, likely via an unprecedented hydroazidation of the alkyne and denitrogenative cyclization, is demonstrated. The method neither required any cata
CROSS-COUPLING REACTIONS OF HALOISOXAZOLES WITH OLEFINS AND ACETYLENES
Yamanaka, Hiroshi,Shiraiwa, Masafumi,Yamamoto, Etsuko,Sakamoto, Takao
, p. 3543 - 3547 (2007/10/02)
3,5-Dimethyl-4-iodoisoxazole (1a) reacted with phenylacetylene with catalysis by palladium (II) chloride-triphenylphosphine complex to give 3,5-dimethyl-4-phenylethynylisoxazole (2a).When 1a was treated with styrene under similar conditions, 3,5-dimethyl-
