Palladium-catalyzed allylic C-H fluorination

Marie Gabrielle Braun; Abigail G. Doyle

doi:10.1021/ja407223g

Palladium-catalyzed allylic C-H fluorination

Marie Gabrielle Braun
, Abigail G. Doyle

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

185 Scopus citations

Abstract

The first catalytic allylic C-H fluorination reaction using a nucleophilic fluoride source is reported. Under the influence of a Pd/Cr cocatalyst system, simple olefin substrates undergo fluorination with Et₃N·3HF in good yields with high branched:linear regioselectivity. The mild conditions and broad scope make this reaction a powerful alternative to established methods for the preparation of allylic fluorides from prefunctionalized substrates.

Original language	English (US)
Pages (from-to)	12990-12993
Number of pages	4
Journal	Journal of the American Chemical Society
Volume	135
Issue number	35
DOIs	https://doi.org/10.1021/ja407223g
State	Published - Sep 4 2013

All Science Journal Classification (ASJC) codes

Catalysis
General Chemistry
Biochemistry
Colloid and Surface Chemistry

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10.1021/ja407223g

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title = "Palladium-catalyzed allylic C-H fluorination",

abstract = "The first catalytic allylic C-H fluorination reaction using a nucleophilic fluoride source is reported. Under the influence of a Pd/Cr cocatalyst system, simple olefin substrates undergo fluorination with Et3N·3HF in good yields with high branched:linear regioselectivity. The mild conditions and broad scope make this reaction a powerful alternative to established methods for the preparation of allylic fluorides from prefunctionalized substrates.",

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T1 - Palladium-catalyzed allylic C-H fluorination

AU - Braun, Marie Gabrielle

AU - Doyle, Abigail G.

PY - 2013/9/4

Y1 - 2013/9/4

N2 - The first catalytic allylic C-H fluorination reaction using a nucleophilic fluoride source is reported. Under the influence of a Pd/Cr cocatalyst system, simple olefin substrates undergo fluorination with Et3N·3HF in good yields with high branched:linear regioselectivity. The mild conditions and broad scope make this reaction a powerful alternative to established methods for the preparation of allylic fluorides from prefunctionalized substrates.

AB - The first catalytic allylic C-H fluorination reaction using a nucleophilic fluoride source is reported. Under the influence of a Pd/Cr cocatalyst system, simple olefin substrates undergo fluorination with Et3N·3HF in good yields with high branched:linear regioselectivity. The mild conditions and broad scope make this reaction a powerful alternative to established methods for the preparation of allylic fluorides from prefunctionalized substrates.

UR - https://www.scopus.com/pages/publications/84883726059

UR - https://www.scopus.com/pages/publications/84883726059#tab=citedBy

U2 - 10.1021/ja407223g

DO - 10.1021/ja407223g

M3 - Article

C2 - 23947740

AN - SCOPUS:84883726059

SN - 0002-7863

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SP - 12990

EP - 12993

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 35

ER -

Palladium-catalyzed allylic C-H fluorination

Abstract

All Science Journal Classification (ASJC) codes

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