Acid-Catalyzed Oxidative Addition of Thiols to Olefins and Alkynes for a One-Pot Entry to Sulfoxides

doi:10.1055/s-0035-1562480

NWIPB OpenIR

	Acid-Catalyzed Oxidative Addition of Thiols to Olefins and Alkynes for a One-Pot Entry to Sulfoxides
	Yue, Hui-Lan 1,2; Klussmann, Martin 1
	2016-10-01
发表期刊	SYNLETT
卷号	27 期号:17 页码:2505-2509
文章类型	Article
摘要	An oxidative variant of the thiol-ene reaction has been developed, achieving the direct addition of thiols to olefins to form sulfoxides. The reaction uses tert-butyl hydroperoxide as oxidant and methanesulfonic acid as catalyst. The latter is believed to catalyze the oxidation of the intermediate sulfide to the sulfoxide. No special precautions are necessary to exclude oxygen, yet the products are formed without oxidation at the -position. Styrenes, acrylic acid derivatives, alkynes, and thiophenols gave the highest yields, while aliphatic olefins and thiols were less effective.
关键词	Addition Homogeneous Catalysis Oxygenations Peroxides Radical Reaction Sulfoxides
WOS标题词	Science & Technology ; Physical Sciences
DOI	10.1055/s-0035-1562480
关键词[WOS]	SULFENATE ANIONS ; BETA-HYDROXYSULFIDES ; ENANTIOENRICHED SULFOXIDES ; PUMMERER REACTION ; ARYL SULFOXIDES ; SULFUR ; ARYLATION ; CHEMISTRY ; ALKENES ; PHARMACOPHORE
收录类别	SCI
语种	英语
项目资助者	Chinese Scholarship Council ; DFG(KL 2221/4-1)
WOS研究方向	Chemistry
WOS类目	Chemistry, Organic
WOS记录号	WOS:000386125700020
引用统计	被引频次：17[WOS] [WOS记录] [WOS相关记录]
文献类型	期刊论文
条目标识符	http://210.75.249.4/handle/363003/6407
专题	中国科学院西北高原生物研究所
作者单位	1.Max Planck Inst Kohlenforsch, Kaiser Wilhelm Pl 1, D-45479 Mulheim, Germany 2.Chinese Acad Sci, Key Lab Tibetan Med Res, Northwest Inst Plateau Biol, Xining 810001, Peoples R China
推荐引用方式 GB/T 7714	Yue, Hui-Lan,Klussmann, Martin. Acid-Catalyzed Oxidative Addition of Thiols to Olefins and Alkynes for a One-Pot Entry to Sulfoxides[J]. SYNLETT,2016,27(17):2505-2509.
APA	Yue, Hui-Lan,&Klussmann, Martin.(2016).Acid-Catalyzed Oxidative Addition of Thiols to Olefins and Alkynes for a One-Pot Entry to Sulfoxides.SYNLETT,27(17),2505-2509.
MLA	Yue, Hui-Lan,et al."Acid-Catalyzed Oxidative Addition of Thiols to Olefins and Alkynes for a One-Pot Entry to Sulfoxides".SYNLETT 27.17(2016):2505-2509.