58202-94-1Relevant academic research and scientific papers
Rhodium-Catalyzed 1,1-Hydroacylation of Thioacyl Carbenes with Alkynyl Aldehydes and Subsequent Cyclization
Zhou, Bingnan,Wu, Qiuyue,Dong, Ziyang,Xu, Jiaxi,Yang, Zhanhui
supporting information, p. 3594 - 3599 (2019/05/24)
A rhodium-catalyzed 1,1-hydroacylation of thioacyl carbenes with alkynyl and alkenyl aldehydes and subsequent 6-endo-trig/dig cyclization are realized, giving structurally diverse 4H-thiopyran-4-ones and 2,3-dihydro-4H-thiopyran-4-ones in moderate to good yields. The oxidative addition of Rh(I) to aldehydes is proposed to be the turnover-limiting step. Manipulations of estrones demonstrate the applications of our formal (3 + 3) transannulations in the structural modifications of natural products.
Visible-light promoted dithioacetalization of aldehydes with thiols under aerobic and photocatalyst-free conditions
Xing, Zhimin,Yang, Mingyang,Sun, Haiyu,Wang, Zemin,Chen, Peng,Liu, Lin,Wang, Xiaolei,Xie, Xingang,She, Xuegong
supporting information, p. 5117 - 5122 (2018/11/24)
A novel photocatalyst-free visible-light-mediated dithioacetalization of aldehydes and thiols has been developed. This protocol is operationally simple, mild and atom-economical, which provides an environmental benign access to dithioacetals at room temperature under aerobic conditions.
Chemoselective (trans)thioacetalization of carbonyl compounds with a reusable lewis acid-surfactant-combined copper bis(dodecyl sulfate) catalyst in water
Weng, Shiue-Shien,Chang, Shen-Chun,Chang, Tsuan-Hao,Chyn, Jong-Pyng,Lee, Shu-Wei,Lin, Chao-An,Chen, Fong-Kuang
experimental part, p. 1493 - 1499 (2010/10/03)
A Lewis acid-surfactant-combined copper bis(dodecyl sulfate) [Cu(DS) 2] catalyst served as an efficient and reusable catalyst for the thioacetalization and transthioacetalization of carbonyl compounds and O,O-acetals in water at room temperature. Some of the major advantages of this procedure are high chemoselectivity, ease of operation and purification without any organic solvent, and high yields. Georg Thieme Verlag Stuttgart.
Catalytic carbon-sulfur bond formation by amphoteric vanadyl triflate: exploring with thia-Michael addition, thioacetalization, and transthioacetalization reactions
Chen, Chien-Tien,Lin, Yow-Dzer,Liu, Cheng-Yuan
supporting information; experimental part, p. 10470 - 10476 (2010/02/28)
A series of thiols have been examined as protic nucleophiles for Michael-type additions to α,β-unsaturated carbonyls as well as double nucleophilic condensations with aldehydes, ketones, and acetals catalyzed by amphoteric, water-tolerant vanadyl triflate under mild and neutral conditions. The newly developed C-S bond formation protocols were carried out smoothly in good to high yields in a highly chemoselective manner.
Enhanced Reactivity of Chelating Ortho Esters and Dithio-Ortho Esters Towards Grignard Reagents
Houghton, Roy P.,Dunlop, Jane E.
, p. 2387 - 2400 (2007/10/02)
2-Alkoxy-1,3-dithianes, 2-alkoxy-1,3-benzdithioles and bis(2-alkoxy-1,3-dioxolanes) react substantially faster with phenylmagnesium bromide and phenylethynylmagnesium bromide when the 2-alkoxy group can act as a chelating system for magnesium(II).
