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A convenient synthesis of functionalised 1-aryl-1,3-alkadiynes. / Balova, Irina A.; Sorokoumov, Victor N.; Morozkina, Svetlana N.; Vinogradova, Olga V.; Knight, David W.; Vasilevsky, Sergey F.

In: European Journal of Organic Chemistry, No. 5, 25.02.2005, p. 882-888.

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

Harvard

Balova, IA, Sorokoumov, VN, Morozkina, SN, Vinogradova, OV, Knight, DW & Vasilevsky, SF 2005, 'A convenient synthesis of functionalised 1-aryl-1,3-alkadiynes', European Journal of Organic Chemistry, no. 5, pp. 882-888. https://doi.org/10.1002/ejoc.200400688

APA

Balova, I. A., Sorokoumov, V. N., Morozkina, S. N., Vinogradova, O. V., Knight, D. W., & Vasilevsky, S. F. (2005). A convenient synthesis of functionalised 1-aryl-1,3-alkadiynes. European Journal of Organic Chemistry, (5), 882-888. https://doi.org/10.1002/ejoc.200400688

Vancouver

Balova IA, Sorokoumov VN, Morozkina SN, Vinogradova OV, Knight DW, Vasilevsky SF. A convenient synthesis of functionalised 1-aryl-1,3-alkadiynes. European Journal of Organic Chemistry. 2005 Feb 25;(5):882-888. https://doi.org/10.1002/ejoc.200400688

Author

Balova, Irina A. ; Sorokoumov, Victor N. ; Morozkina, Svetlana N. ; Vinogradova, Olga V. ; Knight, David W. ; Vasilevsky, Sergey F. / A convenient synthesis of functionalised 1-aryl-1,3-alkadiynes. In: European Journal of Organic Chemistry. 2005 ; No. 5. pp. 882-888.

BibTeX

@article{7f458a1c4a444c3bbb2199768b6d3da1,
title = "A convenient synthesis of functionalised 1-aryl-1,3-alkadiynes",
abstract = "A two-step, one-pot synthesis of functionalised 1-arylalka-1,3-diynes is described. A key feature in this approach is exploitation of the {"}acetylene zipper{"} reaction to obtain terminal 1,3-alkadiynes 3 from internal isomers 1. Without isolation, but after protonation, the 1,3-alkadiynes 3 are subjected to subsequent Pd/Cu-catalyzed Sonogashira cross-couplings with aryl iodides having both electron-withdrawing and electron-donating groups. The whole sequence takes place under mild reaction conditions to afford functionalised 1-aryl-alka-1,3-diynes 21-35 in high yields.",
keywords = "1,3-Alkadienes, 1-Arylalka-1,3-diynes, Acetylene zipper, Cross-coupling, Rearrangement",
author = "Balova, {Irina A.} and Sorokoumov, {Victor N.} and Morozkina, {Svetlana N.} and Vinogradova, {Olga V.} and Knight, {David W.} and Vasilevsky, {Sergey F.}",
year = "2005",
month = feb,
day = "25",
doi = "10.1002/ejoc.200400688",
language = "English",
pages = "882--888",
journal = "Liebigs Annalen der Chemie",
issn = "1434-193X",
publisher = "Wiley-Blackwell",
number = "5",

}

RIS

TY - JOUR

T1 - A convenient synthesis of functionalised 1-aryl-1,3-alkadiynes

AU - Balova, Irina A.

AU - Sorokoumov, Victor N.

AU - Morozkina, Svetlana N.

AU - Vinogradova, Olga V.

AU - Knight, David W.

AU - Vasilevsky, Sergey F.

PY - 2005/2/25

Y1 - 2005/2/25

N2 - A two-step, one-pot synthesis of functionalised 1-arylalka-1,3-diynes is described. A key feature in this approach is exploitation of the "acetylene zipper" reaction to obtain terminal 1,3-alkadiynes 3 from internal isomers 1. Without isolation, but after protonation, the 1,3-alkadiynes 3 are subjected to subsequent Pd/Cu-catalyzed Sonogashira cross-couplings with aryl iodides having both electron-withdrawing and electron-donating groups. The whole sequence takes place under mild reaction conditions to afford functionalised 1-aryl-alka-1,3-diynes 21-35 in high yields.

AB - A two-step, one-pot synthesis of functionalised 1-arylalka-1,3-diynes is described. A key feature in this approach is exploitation of the "acetylene zipper" reaction to obtain terminal 1,3-alkadiynes 3 from internal isomers 1. Without isolation, but after protonation, the 1,3-alkadiynes 3 are subjected to subsequent Pd/Cu-catalyzed Sonogashira cross-couplings with aryl iodides having both electron-withdrawing and electron-donating groups. The whole sequence takes place under mild reaction conditions to afford functionalised 1-aryl-alka-1,3-diynes 21-35 in high yields.

KW - 1,3-Alkadienes

KW - 1-Arylalka-1,3-diynes

KW - Acetylene zipper

KW - Cross-coupling

KW - Rearrangement

UR - http://www.scopus.com/inward/record.url?scp=15044352508&partnerID=8YFLogxK

U2 - 10.1002/ejoc.200400688

DO - 10.1002/ejoc.200400688

M3 - Article

AN - SCOPUS:15044352508

SP - 882

EP - 888

JO - Liebigs Annalen der Chemie

JF - Liebigs Annalen der Chemie

SN - 1434-193X

IS - 5

ER -

ID: 33789111