Generation of the. ALPHA.-Sulfinyl Carbenoid from. ALPHA.-Chloro Sulfoxides: A New Method for One-Carbon Homologation of Ketones to. ALPHA.-Sulfinyl Ketones.

T Satoh, Y Hayashi, Y Mizu, K Yamakawa

Index: Satoh, Tsuyoshi; Hayashi, Yasumasa; Mizu, Yasuhiro; Yamakawa, Koji Bulletin of the Chemical Society of Japan, 1994 , vol. 67, # 5 p. 1412 - 1418

Full Text: HTML

Citation Number: 13

Abstract

Treatment of 1-chloroalkyl phenyl sulfoxides with a base gave carbenoids rather than free carbenes. The carbenoids were successfully used in a new method for homologation of ketones to α-sulfinyl ketones. Treatment of the carbanion of chloromethyl phenyl sulfoxide with ketones gave the adducts, α-chloro β-hydroxy sulfoxides, in nearly quantitative yields. The adducts were treated with excess lithium diisopropylamide to give one-carbon ...

Related Articles:

Addition of Arylboronic Acids to Nitriles in Aqueous Media Catalyzed by a 2, 2′-Bipyridine-Cyclopalladated Ferrocenylimine Complex

[Yu, Ajuan; Li, Jingya; Cui, Mengjun; Wu, Yangjie Synlett, 2007 , # 19 p. 3063 - 3067]

Rhodium-catalyzed α-methylthiolation reaction of unactivated ketones using 1, 2-diphenyl-2-methylthio-1-ethanone for the methylthio transfer reagent

[Tetrahedron, , vol. 67, # 12 p. 2305 - 2312]

A structure–activity relationship study on the Wacker oxidation of stilbenes at ambient condition

[Darabi, Hossein Reza; Mirzakhani, Mohsen; Aghapoor, Kioumars; Jadidi, Khosrow; Faraji, Laleh; Sakhaee, Nader Journal of Organometallic Chemistry, 2013 , vol. 740, p. 131 - 134]

Ambient Intermolecular [2+ 2] Cycloaddition: An Example of Carbophilicity and Oxophilicity Competition in Au/Ag Catalysis

[Wang, Dawei; Cai, Rong; Sharma, Sripadh; Jirak, James; Thummanapelli, Sravan K.; Akhmedov, Novruz G.; Zhang, Hui; Liu, Xingbo; Petersen, Jeffrey L.; Shi, Xiaodong Journal of the American Chemical Society, 2012 , vol. 134, # 21 p. 9012 - 9019]

NATURAL BENTONITE CLAY/DILUTE HNO3 (40%)—A MILD, EFFICIENT, AND REUSABLE CATALYST/REAGENT SYSTEM FOR SELECTIVE MONO NITRATION …

[Hajipour; Mallakpour; Backnejad Synthetic Communications, 2000 , vol. 30, # 21 p. 3855 - 3864]

More Articles...