93752-14-8Relevant articles and documents
Synthesis of Isoselenazoles and Isothiazoles from Demethoxylative Cycloaddition of Alkynyl Oxime Ethers
Zhang, Zhu-Zhu,Chen, Rong,Zhang, Xiao-Hong,Zhang, Xing-Guo
, p. 632 - 642 (2020/12/22)
A general method for the synthesis of isoselenazoles and isothiazoles has been developed by the base-promoted demethoxylative cycloaddition of alkynyl oxime ethers using the cheap and inactive Se powder and Na2S as selenium and sulfur sources. This transformation features the direct construction of N-, Se-, and S-containing heterocycles through the formation of N-Se/S and C-Se/S bonds in one-pot reactions with excellent functional group tolerance.
Rhodium-Catalyzed Annulative Coupling of Isothiazoles with Alkynes through N-S Bond Cleavage
Mihara, Gen,Noguchi, Teppei,Nishii, Yuji,Hayashi, Yoshihiro,Kawauchi, Susumu,Miura, Masahiro
, p. 661 - 665 (2020/01/31)
A Rh(III)-catalyzed annulative coupling of 3,5-diarylisothiazoles and alkynes is reported. The N-S bond in the isothiazole ring acts as an internal oxidant to regenerate the Rh(III) species in combination with an external Cu(II) oxidant, and the corresponding 1:2 coupling products are obtained. The remarkable difference in the reaction outcome between isothiazoles and the relevant isoxazoles has been investigated by DFT calculations, revealing that the relative stability of the enolate intermediates dictates the product selectivity.
NOVEL CYCLIZATION OF 2-(HYDROXYIMINO)-2-PHENYLETHYL DITHIOCARBOXYLATES
Ishida, Masaru,Nakanishi, Hirofumi,Kato, Shinzi
, p. 1691 - 1692 (2007/10/02)
2-(Hydroxyimino)-2-phenylethyl arenedithiocarboxylates were cyclized to isothiazoles by the treatment with tosyl isocyanate.