51589-22-1Relevant academic research and scientific papers
Facile One-Pot Transformation of Primary Alcohols into 3-Aryl- and 3-Alkyl-isoxazoles and -pyrazoles
Kobayashi, Eiji,Togo, Hideo
, p. 3723 - 3735 (2019/09/30)
Various primary alcohols were smoothly transformed into 3-aryl- and 3-alkylisoxazoles in good yields in one pot by successive treatment with PhI(OAc) 2 in the presence of TEMPO, NH 2 OH, and then NCS, followed by reaction with alkynes in the presence of Et 3 N. Similarly, various primary alcohols were smoothly transformed into 3-aryl- and 3-alkylpyrazoles in good yields in one pot by successive treatment with PhI(OAc) 2 in the presence of TEMPO, PhNHNH 2, and then NCS and decyl methyl sulfide, followed by reaction with alkynes in the presence of Et 3 N. Thus, both 3-aryl- and 3-alkylisoxazoles, and 3-aryl- and 3-alkylpyrazoles could be prepared from readily available primary alcohols in one pot under transition-metal-free conditions.
Synthesis of N-Phenylalkanehydrazonoyl Chlorides
Sakamoto, Takeshi,Kikugawa, Yasuo
, p. 800 - 802 (2007/10/02)
N-Phenylalkanehydrazonoyl chlorides (5), hitherto unknown, were synthesized from the corresponding arylhydrazides of aliphatic carboxylic acids (1) with triphenylphosphine-carbon tetrachloride in good yields.Keywords-N-phenylalkanehydrazonoyl chloride; ar
Regioselectivity in Dipolar Cycloaddition Reactions of N-Phenylcinnamonitrilimine
Hasaneen, Hamdi M.,Farag, Ahmed M.,Shawali, Ahmad S.,Algharib, Mohamed S.
, p. 577 - 580 (2007/10/02)
The regioselectivity of the cycloadditions of α,β-unsaturated nitrilimine derived from N-phenylcinnamohydrazidoyl chloride 2 to C=Se, C=S and C=C doble bonds of the resonance stabilized selenocyanate and thiocyanate anions, enol tautomer of dibenzoylmethane and benzalacetophenone was investigated.The results indicate that the reactions studied are dipole-LUMO-dipolarophile-HOMO controlled and that the larger orbital coefficient in the LUMO of N-phenylcinnamonitrilimine is on the carbon atom bearing the styryl group.The structures of the cycloadducts were assigned and confirmed on the basis of their elemental analyses and spectra.
