O -Ethyl- S -(1,2,2,2-Tetrafluoroethyl)-Dithiocarbonate: A Convenient Reagent for the Generation and Capture of 1,2,2,2-Tetra¯ fluoroethyl Radicals

David Clemente-Tejeda; Samir Z. Zard

doi:10.1055/s-0035-1560539

O -Ethyl- S -(1,2,2,2-Tetrafluoroethyl)-Dithiocarbonate: A Convenient Reagent for the Generation and Capture of 1,2,2,2-Tetra¯ fluoroethyl Radicals

David Clemente-Tejeda
, Samir Z. Zard

Laboratoire de Synthèse Organique

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

Abstract

The synthesis of a new fluorinated reagent O-ethyl S-(1,2,2,2-tetrafluoroethyl) carbonodithioate (xanthate) and its use for the generation and capture of the hitherto unexplored 1,2,2,2-tetrafluo¯ roethyl radicals is described. This reagent allows the convenient introduction of the rare CF₃CHF motif onto various olefinic substrates with a high functional-group tolerance.

Original language	English
Article number	st-2015-d0773-l
Pages (from-to)	136-140
Number of pages	5
Journal	Synlett
Volume	27
Issue number	1
DOIs	https://doi.org/10.1055/s-0035-1560539
Publication status	Published - 4 Jan 2016
Externally published	Yes

Keywords

alkenes
indolines
organofluorine
radical addition
xanthates

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title = "O -Ethyl- S -(1,2,2,2-Tetrafluoroethyl)-Dithiocarbonate: A Convenient Reagent for the Generation and Capture of 1,2,2,2-Tetra¯ fluoroethyl Radicals",

abstract = "The synthesis of a new fluorinated reagent O-ethyl S-(1,2,2,2-tetrafluoroethyl) carbonodithioate (xanthate) and its use for the generation and capture of the hitherto unexplored 1,2,2,2-tetrafluo¯ roethyl radicals is described. This reagent allows the convenient introduction of the rare CF3CHF motif onto various olefinic substrates with a high functional-group tolerance.",

keywords = "alkenes, indolines, organofluorine, radical addition, xanthates",

author = "David Clemente-Tejeda and Zard, \{Samir Z.\}",

note = "Publisher Copyright: {\textcopyright} Georg Thieme Verlag Stuttgart New York Synlett 2016.",

year = "2016",

month = jan,

day = "4",

doi = "10.1055/s-0035-1560539",

language = "English",

volume = "27",

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journal = "Synlett",

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publisher = "Georg Thieme Verlag",

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TY - JOUR

T1 - O -Ethyl- S -(1,2,2,2-Tetrafluoroethyl)-Dithiocarbonate

T2 - A Convenient Reagent for the Generation and Capture of 1,2,2,2-Tetra¯ fluoroethyl Radicals

AU - Clemente-Tejeda, David

AU - Zard, Samir Z.

N1 - Publisher Copyright: © Georg Thieme Verlag Stuttgart New York Synlett 2016.

PY - 2016/1/4

Y1 - 2016/1/4

N2 - The synthesis of a new fluorinated reagent O-ethyl S-(1,2,2,2-tetrafluoroethyl) carbonodithioate (xanthate) and its use for the generation and capture of the hitherto unexplored 1,2,2,2-tetrafluo¯ roethyl radicals is described. This reagent allows the convenient introduction of the rare CF3CHF motif onto various olefinic substrates with a high functional-group tolerance.

AB - The synthesis of a new fluorinated reagent O-ethyl S-(1,2,2,2-tetrafluoroethyl) carbonodithioate (xanthate) and its use for the generation and capture of the hitherto unexplored 1,2,2,2-tetrafluo¯ roethyl radicals is described. This reagent allows the convenient introduction of the rare CF3CHF motif onto various olefinic substrates with a high functional-group tolerance.

KW - alkenes

KW - indolines

KW - organofluorine

KW - radical addition

KW - xanthates

U2 - 10.1055/s-0035-1560539

DO - 10.1055/s-0035-1560539

M3 - Article

AN - SCOPUS:84950241492

SN - 0936-5214

VL - 27

SP - 136

EP - 140

JO - Synlett

JF - Synlett

IS - 1

M1 - st-2015-d0773-l

ER -

O -Ethyl- S -(1,2,2,2-Tetrafluoroethyl)-Dithiocarbonate: A Convenient Reagent for the Generation and Capture of 1,2,2,2-Tetra¯ fluoroethyl Radicals

Abstract

Keywords

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