Synthesis of Multifunctional α,α-Difluoroketones through Allylic Alkylation of Difluoroenoxysilanes with MBH Carbonates

Bo Wen Pan; Yang Shi; You Ping Tian; Ying Zhou; Jian Zhou; Jin Sheng Yu

doi:10.1002/asia.202001145

Synthesis of Multifunctional α,α-Difluoroketones through Allylic Alkylation of Difluoroenoxysilanes with MBH Carbonates

Bo Wen Pan
, Yang Shi
, You Ping Tian
, Ying Zhou^*
, Jian Zhou
, Jin Sheng Yu^*

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

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

9 Scopus citations

Abstract

The first allylic alkylation of difluoroenoxysilanes with MBH carbonates catalyzed by triethylenediamine (DABCO) is developed, which allows rapid access to multifunctional α-gem-difluoroketones with up to 97% yields. Moreover, the gram-scale synthesis and the diversifying transformation of products to valuable gem-difluorinated molecules highlight the practicality of this methodology.

Original language	English
Pages (from-to)	4028-4032
Number of pages	5
Journal	Chemistry - An Asian Journal
Volume	15
Issue number	23
DOIs	https://doi.org/10.1002/asia.202001145
State	Published - 1 Dec 2020

Keywords

Allylic alkylation
MBH carbonates
difluoroenoxysilanes
multifunctional
α-gem-difluoroketones

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10.1002/asia.202001145

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title = "Synthesis of Multifunctional α,α-Difluoroketones through Allylic Alkylation of Difluoroenoxysilanes with MBH Carbonates",

abstract = "The first allylic alkylation of difluoroenoxysilanes with MBH carbonates catalyzed by triethylenediamine (DABCO) is developed, which allows rapid access to multifunctional α-gem-difluoroketones with up to 97\% yields. Moreover, the gram-scale synthesis and the diversifying transformation of products to valuable gem-difluorinated molecules highlight the practicality of this methodology.",

keywords = "Allylic alkylation, MBH carbonates, difluoroenoxysilanes, multifunctional, α-gem-difluoroketones",

author = "Pan, \{Bo Wen\} and Yang Shi and Tian, \{You Ping\} and Ying Zhou and Jian Zhou and Yu, \{Jin Sheng\}",

note = "Publisher Copyright: {\textcopyright} 2020 Wiley-VCH GmbH",

year = "2020",

month = dec,

day = "1",

doi = "10.1002/asia.202001145",

language = "英语",

volume = "15",

pages = "4028--4032",

journal = "Chemistry - An Asian Journal",

issn = "1861-4728",

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TY - JOUR

T1 - Synthesis of Multifunctional α,α-Difluoroketones through Allylic Alkylation of Difluoroenoxysilanes with MBH Carbonates

AU - Pan, Bo Wen

AU - Shi, Yang

AU - Tian, You Ping

AU - Zhou, Ying

AU - Zhou, Jian

AU - Yu, Jin Sheng

PY - 2020/12/1

Y1 - 2020/12/1

N2 - The first allylic alkylation of difluoroenoxysilanes with MBH carbonates catalyzed by triethylenediamine (DABCO) is developed, which allows rapid access to multifunctional α-gem-difluoroketones with up to 97% yields. Moreover, the gram-scale synthesis and the diversifying transformation of products to valuable gem-difluorinated molecules highlight the practicality of this methodology.

AB - The first allylic alkylation of difluoroenoxysilanes with MBH carbonates catalyzed by triethylenediamine (DABCO) is developed, which allows rapid access to multifunctional α-gem-difluoroketones with up to 97% yields. Moreover, the gram-scale synthesis and the diversifying transformation of products to valuable gem-difluorinated molecules highlight the practicality of this methodology.

KW - Allylic alkylation

KW - MBH carbonates

KW - difluoroenoxysilanes

KW - multifunctional

KW - α-gem-difluoroketones

UR - https://www.scopus.com/pages/publications/85096725042

U2 - 10.1002/asia.202001145

DO - 10.1002/asia.202001145

M3 - 文章

C2 - 33084191

AN - SCOPUS:85096725042

SN - 1861-4728

VL - 15

SP - 4028

EP - 4032

JO - Chemistry - An Asian Journal

JF - Chemistry - An Asian Journal

IS - 23

ER -

Synthesis of Multifunctional α,α-Difluoroketones through Allylic Alkylation of Difluoroenoxysilanes with MBH Carbonates

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Keywords

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