Tri(1-naphthyl)phosphine as a ligand in palladium-free Sonogashira cross-coupling of arylhalogenides with acetylenes

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Tri(1-naphthyl)phosphine as a ligand in palladium-free Sonogashira cross-coupling of arylhalogenides with acetylenes. / Govdi, Anastasiya I.; Vasilevsky, Sergey F.; Malysheva, Svetlana F.; Kazheva, Olga N.; Dyachenko, Oleg A.; Kuimov, Vladimir A.

In: Heteroatom Chemistry, Vol. 29, No. 4, e21443, 01.07.2018.

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

Author

Govdi, Anastasiya I. ; Vasilevsky, Sergey F. ; Malysheva, Svetlana F. ; Kazheva, Olga N. ; Dyachenko, Oleg A. ; Kuimov, Vladimir A. / Tri(1-naphthyl)phosphine as a ligand in palladium-free Sonogashira cross-coupling of arylhalogenides with acetylenes. In: Heteroatom Chemistry. 2018 ; Vol. 29, No. 4.

BibTeX

@article{d073bff052ad4fc1b20b21d7113bff0d,

title = "Tri(1-naphthyl)phosphine as a ligand in palladium-free Sonogashira cross-coupling of arylhalogenides with acetylenes",

abstract = "Tri(1-naphthyl)phosphine (Np3P) has been easily prepared in 34% yield from red phosphorus and 1-bromonaphthalene in the superbasic system t-BuONa/DMSO. The expedient procedures for the synthesis of aryl acetylenes by Sonogashira coupling of aryl iodides with terminal alkynes using Np3P as a ligand have been developed. For the first time, it is found that the reaction with compounds containing electron-donating substituents preferably affords buta-1,3-diynes.",

keywords = "1-bromonaphthalene, Sonogashira coupling, superbasic system, tri(1-naphthyl)phosphine",

author = "Govdi, {Anastasiya I.} and Vasilevsky, {Sergey F.} and Malysheva, {Svetlana F.} and Kazheva, {Olga N.} and Dyachenko, {Oleg A.} and Kuimov, {Vladimir A.}",

year = "2018",

month = jul,

day = "1",

doi = "10.1002/hc.21443",

language = "English",

volume = "29",

journal = "Heteroatom Chemistry",

issn = "1042-7163",

publisher = "Wiley-Blackwell",

number = "4",

}

RIS

TY - JOUR

T1 - Tri(1-naphthyl)phosphine as a ligand in palladium-free Sonogashira cross-coupling of arylhalogenides with acetylenes

AU - Govdi, Anastasiya I.

AU - Vasilevsky, Sergey F.

AU - Malysheva, Svetlana F.

AU - Kazheva, Olga N.

AU - Dyachenko, Oleg A.

AU - Kuimov, Vladimir A.

PY - 2018/7/1

Y1 - 2018/7/1

N2 - Tri(1-naphthyl)phosphine (Np3P) has been easily prepared in 34% yield from red phosphorus and 1-bromonaphthalene in the superbasic system t-BuONa/DMSO. The expedient procedures for the synthesis of aryl acetylenes by Sonogashira coupling of aryl iodides with terminal alkynes using Np3P as a ligand have been developed. For the first time, it is found that the reaction with compounds containing electron-donating substituents preferably affords buta-1,3-diynes.

AB - Tri(1-naphthyl)phosphine (Np3P) has been easily prepared in 34% yield from red phosphorus and 1-bromonaphthalene in the superbasic system t-BuONa/DMSO. The expedient procedures for the synthesis of aryl acetylenes by Sonogashira coupling of aryl iodides with terminal alkynes using Np3P as a ligand have been developed. For the first time, it is found that the reaction with compounds containing electron-donating substituents preferably affords buta-1,3-diynes.

KW - 1-bromonaphthalene

KW - Sonogashira coupling

KW - superbasic system

KW - tri(1-naphthyl)phosphine

UR - http://www.scopus.com/inward/record.url?scp=85055530853&partnerID=8YFLogxK

U2 - 10.1002/hc.21443

DO - 10.1002/hc.21443

M3 - Article

AN - SCOPUS:85055530853

VL - 29

JO - Heteroatom Chemistry

JF - Heteroatom Chemistry

SN - 1042-7163

IS - 4

M1 - e21443

ER -

ID: 43423637