Iron-Catalyzed Dehydrogenative Borylation of Terminal Alkynes

Duo Wei; Bertrand Carboni; Jean Baptiste Sortais; Christophe Darcel

doi:10.1002/adsc.201800588

Iron-Catalyzed Dehydrogenative Borylation of Terminal Alkynes

Duo Wei
, Bertrand Carboni
, Jean Baptiste Sortais
, Christophe Darcel^*

^*Corresponding author for this work

Université de Rennes
Toulouse University, UPS-OMP, IRAP
Institut universitaire de France

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

43 Scopus citations

Abstract

The catalytic system based on Fe(OTf)₂ (2.5 mol%) and DABCO (1 mol%) selectively promotes the dehydrogenative borylation of both aromatic and aliphatic terminal alkynes to afford alkynylboronate derivatives in the presence of 1 equiv. of pinacolborane at 100 °C in toluene. This methodology is applicable to a variety of terminal alkynes (16 examples, yield: 62–93%). (Figure presented.).

Original language	English
Pages (from-to)	3649-3654
Number of pages	6
Journal	Advanced Synthesis and Catalysis
Volume	360
Issue number	19
DOIs	https://doi.org/10.1002/adsc.201800588
State	Published - 4 Oct 2018
Externally published	Yes

Keywords

Iron
alkyne
alkynylboronates
dehydrogenative borylation
pinacolborane

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10.1002/adsc.201800588

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@article{298ed711fe5b461caa7aa458b6bdf441,

title = "Iron-Catalyzed Dehydrogenative Borylation of Terminal Alkynes",

abstract = "The catalytic system based on Fe(OTf)2 (2.5 mol\%) and DABCO (1 mol\%) selectively promotes the dehydrogenative borylation of both aromatic and aliphatic terminal alkynes to afford alkynylboronate derivatives in the presence of 1 equiv. of pinacolborane at 100 °C in toluene. This methodology is applicable to a variety of terminal alkynes (16 examples, yield: 62–93\%). (Figure presented.).",

keywords = "Iron, alkyne, alkynylboronates, dehydrogenative borylation, pinacolborane",

author = "Duo Wei and Bertrand Carboni and Sortais, \{Jean Baptiste\} and Christophe Darcel",

note = "Publisher Copyright: {\textcopyright} 2018 Wiley-VCH Verlag GmbH \& Co. KGaA, Weinheim",

year = "2018",

month = oct,

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doi = "10.1002/adsc.201800588",

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TY - JOUR

T1 - Iron-Catalyzed Dehydrogenative Borylation of Terminal Alkynes

AU - Wei, Duo

AU - Carboni, Bertrand

AU - Sortais, Jean Baptiste

AU - Darcel, Christophe

PY - 2018/10/4

Y1 - 2018/10/4

N2 - The catalytic system based on Fe(OTf)2 (2.5 mol%) and DABCO (1 mol%) selectively promotes the dehydrogenative borylation of both aromatic and aliphatic terminal alkynes to afford alkynylboronate derivatives in the presence of 1 equiv. of pinacolborane at 100 °C in toluene. This methodology is applicable to a variety of terminal alkynes (16 examples, yield: 62–93%). (Figure presented.).

AB - The catalytic system based on Fe(OTf)2 (2.5 mol%) and DABCO (1 mol%) selectively promotes the dehydrogenative borylation of both aromatic and aliphatic terminal alkynes to afford alkynylboronate derivatives in the presence of 1 equiv. of pinacolborane at 100 °C in toluene. This methodology is applicable to a variety of terminal alkynes (16 examples, yield: 62–93%). (Figure presented.).

KW - Iron

KW - alkyne

KW - alkynylboronates

KW - dehydrogenative borylation

KW - pinacolborane

UR - https://www.scopus.com/pages/publications/85053036939

U2 - 10.1002/adsc.201800588

DO - 10.1002/adsc.201800588

M3 - 文章

AN - SCOPUS:85053036939

SN - 1615-4150

VL - 360

SP - 3649

EP - 3654

JO - Advanced Synthesis and Catalysis

JF - Advanced Synthesis and Catalysis

IS - 19

ER -

Iron-Catalyzed Dehydrogenative Borylation of Terminal Alkynes

Abstract

Keywords

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