Efficient Difluoromethylation of sp 3  Carbon Nucleophiles by Bromodifluoromethylation Reagents with Organic Bases | Zendy

Liu Guokai | Zendy; Wang Xin | Zendy; Lu Xu | Zendy; Xu XiuHua | Zendy; Tokunaga Etsuko | Zendy; Shibata Norio | Zendy

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Efficient Difluoromethylation of sp 3 Carbon Nucleophiles by Bromodifluoromethylation Reagents with Organic Bases

Author(s) -

Liu Guokai,

Wang Xin,

Lu Xu,

Xu XiuHua,

Tokunaga Etsuko,

Shibata Norio

Publication year - 2012

Publication title -

chemistryopen

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.644

H-Index - 29

ISSN - 2191-1363

DOI - 10.1002/open.201200033

Subject(s) - nucleophile , reagent , chemistry , electrophile , base (topology) , organic synthesis , allylic rearrangement , organic chemistry , carbon fibers , combinatorial chemistry , organic base , catalysis , computer science , mathematics , mathematical analysis , algorithm , composite number

Bromodifluoromethylation reagents 1 can be used during electrophilic difluoromethylation for sp 3 carbon nucleophiles mediated by organic bases. Allylic difluoromethylation of dicyanoalkylidens proceeds nicely by 1 in the presence of P 1 base to give CF 2 H instead of CF 2 Br products in high to excellent yields. A wide range of β‐ketoesters are also efficiently reacted with 1 , mediated by DBU to provide CCF 2 H compounds as major products with a small amount of OCF 2 H products in high to excellent yields.

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