495-45-4Relevant articles and documents
Novel synthesis of oxadiazinone and oxadiazepinone derivatives by ring expansion of diaziridinone
Komatsu, Mitsuo,Sakai, Norio,Hakotani, Akira,Minakata, Satoshi,Ohshiro, Yoshiki
, p. 541 - 544 (2000)
Treatment of N, N'-di-tert-butyldiaziridinone with α-hydroxy ketones in the presence of a catalytic amount of BF3·OEt2 gave carbazate derivatives in excellent yields. Acid-catalyzed recyclization of these compounds easily proceeded to give oxadiazinone derivatives. The reaction was applicable to the synthesis of oxadiazepinone derivatives and also to one-pot process.
Rearrangement of dypnones to 1,3,5-triarylbenzenes
Deng, Kai,Huai, Qi-Yong,Shen, Zhi-Lun,Li, Hui-Jing,Liu, Chen,Wu, Yan-Chao
, p. 1473 - 1476 (2015)
Rearrangement of dypnones to 1,3,5-triarylbenzenes is described. The reaction is proposed to involve an aldol-type self-condensation of dypnones, followed by an intramolecular [2 + 2] cycloaddition and a retro-[2 + 2] cycloaddition. The reaction goes smoothly under obviously milder conditions in comparison to the cyclotrimerization of acetophenones to 1,3,5-triarylbenzenes (10 mol % of TsOH, 80 °C versus 130-148 °C). This unexpected rearrangement would provide new possible considerations in dypnone-involved organic synthesis.
Highly Enantioselective Iridium-Catalyzed Hydrogenation of Conjugated Trisubstituted Enones
Peters, Bram B. C.,Jongcharoenkamol, Jira,Krajangsri, Suppachai,Andersson, Pher G.
, p. 242 - 246 (2021/01/13)
Asymmetric hydrogenation of conjugated enones is one of the most efficient and straightforward methods to prepare optically active ketones. In this study, chiral bidentate Ir-N,P complexes were utilized to access these scaffolds for ketones bearing the stereogenic center at both the α- and β-positions. Excellent enantiomeric excesses, of up to 99%, were obtained, accompanied with good to high isolated yields. Challenging dialkyl substituted substrates, which are difficult to hydrogenate with satisfactory chiral induction, were hydrogenated in a highly enantioselective fashion.
Cobalt-Catalyzed Asymmetric 1,4-Hydroboration of Enones with HBpin
Ren, Xiang,Lu, Zhan
, p. 8370 - 8374 (2021/11/01)
Herein, a series of new 8-OIQ cobalt complexes were synthesized and used for cobalt-catalyzed chemo- and enantioselective 1,4-hydroboration of enones with HBpin to access chiral β,β-disubstituted ketones with good to excellent chemo- and enantioselectivties. This protocol is operationally simple and shows a broad substrate scope.
