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Facile synthesis of highly functionalized ethyltrifluoroborates.

ABSTRACT: Organotrifluoroborates are generating increased interest because of their ease of preparation and purification and indefinite shelf life. Herein we report the preparation of organotrifluoroborates bearing functional groups that can be manipulated at different stages of the synthetic route, exploiting the inertness of their carbon-boron bonds. The alkylation of 2,2-dicyanoethyltrifluoroborate with a variety of electrophiles and of (EWG)2CH2 with potassium iodomethyltrifluoroborate resulted in di- and trisubstituted ethyltrifluoroborates in good to excellent yields.

SUBMITTER: Molander GA

PROVIDER: S-EPMC2504466 | biostudies-literature | 2008 Aug

REPOSITORIES: biostudies-literature

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Facile synthesis of highly functionalized ethyltrifluoroborates.

Molander Gary A GA Febo-Ayala Wilma W Ortega-Guerra Montserrat M

The Journal of organic chemistry 20080628 15

Organotrifluoroborates are generating increased interest because of their ease of preparation and purification and indefinite shelf life. Herein we report the preparation of organotrifluoroborates bearing functional groups that can be manipulated at different stages of the synthetic route, exploiting the inertness of their carbon-boron bonds. The alkylation of 2,2-dicyanoethyltrifluoroborate with a variety of electrophiles and of (EWG)2CH2 with potassium iodomethyltrifluoroborate resulted in di- ...[more]

PMID: 18588349

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