Direct Copper-Catalyzed C-H Monofluoroalkylation of Benzoxazoles with 1-Fluoro-1-haloalkanes

Wei Li; Andrii Varenikov; Mark Gandelman

doi:10.1002/ejoc.201901929

Direct Copper-Catalyzed C-H Monofluoroalkylation of Benzoxazoles with 1-Fluoro-1-haloalkanes

Wei Li
, Andrii Varenikov
, Mark Gandelman

Technion-Israel Institute of Technology

Research output: Contribution to journal › Article › peer-review

12 Scopus citations

Abstract

The first example of direct C–H bond monofluoroalkylation with 1-fluoro-1-haloalkanes with no adjacent functional groups and with β-hydrogens has been developed. This transformation offers a straightforward route for the synthesis of a series of monofluoroalkylated benzoxazoles.

Original language	English
Pages (from-to)	3138-3141
Number of pages	4
Journal	European Journal of Organic Chemistry
Volume	2020
Issue number	21
DOIs	https://doi.org/10.1002/ejoc.201901929
State	Published - 8 Jun 2020
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2020 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim

Funding

Supported by a Technion-Guangdong Fellowship, and by Israeli Science Foundation, Grant 1449/19.

Funders	Funder number
Israeli Science Foundation	1449/19
Technion-Guangdong

Keywords

Benzoxazoles
Copper
Cross-coupling
C–H activation
Secondary alkyl fluorides

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10.1002/ejoc.201901929

Cite this

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title = "Direct Copper-Catalyzed C-H Monofluoroalkylation of Benzoxazoles with 1-Fluoro-1-haloalkanes",

abstract = "The first example of direct C–H bond monofluoroalkylation with 1-fluoro-1-haloalkanes with no adjacent functional groups and with β-hydrogens has been developed. This transformation offers a straightforward route for the synthesis of a series of monofluoroalkylated benzoxazoles.",

keywords = "Benzoxazoles, Copper, Cross-coupling, C–H activation, Secondary alkyl fluorides",

author = "Wei Li and Andrii Varenikov and Mark Gandelman",

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AU - Li, Wei

AU - Varenikov, Andrii

AU - Gandelman, Mark

PY - 2020/6/8

Y1 - 2020/6/8

N2 - The first example of direct C–H bond monofluoroalkylation with 1-fluoro-1-haloalkanes with no adjacent functional groups and with β-hydrogens has been developed. This transformation offers a straightforward route for the synthesis of a series of monofluoroalkylated benzoxazoles.

AB - The first example of direct C–H bond monofluoroalkylation with 1-fluoro-1-haloalkanes with no adjacent functional groups and with β-hydrogens has been developed. This transformation offers a straightforward route for the synthesis of a series of monofluoroalkylated benzoxazoles.

KW - Benzoxazoles

KW - Copper

KW - Cross-coupling

KW - C–H activation

KW - Secondary alkyl fluorides

UR - https://www.scopus.com/pages/publications/85081271641

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SN - 1434-193X

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JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 21

ER -

Direct Copper-Catalyzed C-H Monofluoroalkylation of Benzoxazoles with 1-Fluoro-1-haloalkanes

Abstract

Bibliographical note

Funding

Keywords

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