122663-89-2Relevant academic research and scientific papers
Electrophilic cyclization of 4-thio-but-2-yn-1-ols via 1,2-migration of the thio group: efficient synthesis of 2,4-dihalo-3-thio-substituted furans
Zhou, Hongwei,Yao, Jinzhong,Liu, Guoliang
, p. 226 - 228 (2008/03/30)
A facile and efficient method for the synthesis of 2,4-dihalo-3-thio-furans via the electrophilic cyclization and 1,2-migration of the thio group of 4-thio-but-2-yn-1-ols was developed. As a result of the ready availability of starting materials and the s
Reduction of propargylic sulfones to (Z)-allylic sulfones using zinc and ammonium chloride
Sheldrake, Helen M.,Wallace, Timothy W.
, p. 4407 - 4411 (2008/02/03)
Propargylic sulfones can be cis-hydrogenated using commercial zinc powder and ammonium chloride in THF-water at room temperature, the major products being the corresponding (Z)-allylic sulfones. Other reducible groups (alkene, benzyloxy) are not affected. Allenylsulfones are implicated in one of the possible reaction pathways.
DNA cleavage of novel propargylic sulfones. Enhancement of potency via intercalating interaction
Dai, Wei-Min,Fong, Kin Chiu,Danjo, Hiroshi,Nishimoto, Sei-Ichi,Solow, Michael,Mak, Wing Leung,Yeung, Mau Lam
, p. 1093 - 1098 (2007/10/03)
A number of novel hydroxy propargylic sulfones 7-15 were synthesized as DNA cleaving agents. Enhancement of DNA cleavage potency was observed with those compounds which could interact with DNA through intercalation of the extended aromatic rings.
Stereoselectivity in the sigmatropic rearrangement of eight- and nine-membered cyclic allylsulfonium ylides. Synthesis of vinyl- substituted butyro- and valerolactones
Kido, Fusao,Sinha, Subhash C.,Abiko, Toshiya,Watanabe, Masataka,Yoshikoshi, Akira
, p. 4887 - 4906 (2007/10/02)
The rhodium (II) acetate-catalyzed [2,3]sigma-tropic rearrangement of the diazo malonates of (z)-4-phen-ylthio-2-buten-1-ol derivatives 6 afforded vinyl-substituted butyrolactones 10 in a highly stereoselective manner, while the rearrangement of the diazo malonates of homologues, (z)-5-phenylthio-3-penten-1-ol derivatives 9, yielded vinyl-substituted valerolactones 13 and 14 in the predominance of the formers. A stereochemically fixed substituent R in 9 was found to be an important factor resulting to high stereoselectivity in the latter rearrangement as shown by using diazo malonate 20b as substrate.
STEREOSELECTIVE SYNTHESIS OF CONTIGUOUSLY SUBSTITUTED BUTYROLACTONES BASED ON THE CYCLIC ALLYLSULFONIUM YLIDE REARRANGEMENT
Kido, Fusao,Sinha, Subhash C.,Abiko, Toshiya,Yoshikoshi, Akira
, p. 1575 - 1578 (2007/10/02)
α-Diazomalonates of (Z)-4-phenylthio-2-buten-1-ol homologues (2) stereoselectively provided γ-alkyl-α-ethoxycarbonyl-α-phenylthio-β-vinylbutyrolactones (1) by the sigmatropic rearrangement of cyclic sulfonium ylides (3) intramolecularly generated the
