- Ni/NHC-catalyzed cross-coupling of methyl sulfinates and amines for direct access to sulfinamides
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It was reported to develop a simple and convenient method for the Ni/NHC-catalyzed cross-coupling of methyl sulfinates and amines without an acid/base to afford secondary or tertiary sulfinamides in moderate to good yields. The method can provide the desired products with broad substrate scope, good chemoselectivity and good functional group compatibility. The presented approach may enrich the Ni/NHC catalyst system and promote the applications of methyl sulfinates in the organic sulfur chemistry.
- Li, Gang-Jian,Pan, You-Lu,Liu, Yan-Ling,Xu, Hai-Feng,Chen, Jian-Zhong
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supporting information
(2019/10/28)
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- "Sulfolefin": Highly modular mixed S/Olefin ligands for enantioselective Rh-catalyzed 1,4-addition
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Reported is a single high yielding step approximation to mixed olefin/sulfinamide ligands enclosing a chiral sulfur atom as the sole chiral center. The synthetic design is validated by a rapid optimization of the substituent at the sulfinyl sulfur, and by
- Khiar, Noureddine,Salvador, Alvaro,Chelouan, Ahmed,Alcudia, Ana,Fernandez, Inmaculada
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supporting information; experimental part
p. 2366 - 2368
(2012/04/11)
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- Mild and general method for the synthesis of sulfonamides
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Reaction of methyl sulfinates with lithium amides followed by 3-chloroperoxybenzoic acid oxidation of the resulting sulfinamides provides primary, secondary, and tertiary alkane-, arene-and heteroarenesulfonamides in high yields. This constitutes a mild and facile experimental protocol that avoids the use of hazardous, unstable, or volatile reagents and does not affect the configurational stability of the amines. Georg Thieme Verlag Stuttgart.
- Garcia Ruano, Jose Luis,Parra, Alejandro,Yuste, Francisco,Mastranzo, Virginia M.
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p. 311 - 319
(2008/12/22)
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- Geminal bis(sulfoximine)s: Synthesis and applications in asymmetric catalysis
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A number of C2-symmetrical geminal bis-(sulfoximine)s have been prepared for the first time and used as ligands in boron-mediated reductions of acetophenone and copper complex-catalyzed 1,4-additions of diethylzinc to 2-cyclohexenone. The coppe
- Reggelin,Weinberger,Spohr
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p. 1295 - 1306
(2007/10/03)
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- Asymmetric Pauson-Khand reactions of chiral sulfinamides: Asymmetric synthesis of 3-azabicyclo[3.3.0]Oct-5-en-7-one derivatives
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Unprecedented asymmetric Pauson-Khand reactions of chiral sulfinamides are described. Cobalt-catalyzed reactions of chiral N-allyl-N-propargyl-N-arylsulfinamide derivatives were carried out in dichloromethane at -20°C ~ room temperature under carbon monox
- Hiroi, Kunio,Watanabe, Takashi
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- Syntheses and Reactions of Optically Active Alkyltoluene-p-sulphinamides. Part 2. Substitution at Sulphur with Retention of Configuration
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The stereochemistry of the reaction of optically active sulphonamides (1a-c) with different alkylating agents has been examined.The electrophilic attack on sulphoximidate anions occurs only at nitrogen.Prevailing retention of configuration at sulphur (e.e. up to 48percent) is observed in the formation of p-tolylsulphinyl acetates from sulphinamides (1b-c) with α-bromo esters.
- Colonna, Stefano,Germinario, Giulio,Manfredi, Amedea,Stirling, Charles, J. M.
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p. 1695 - 1698
(2007/10/02)
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