A Convenient Synthesis of Functionalised 1-Aryl-1,3-alkadiynes

Autor:	Olga V. Vinogradova, Sergey F. Vasilevsky, David W. Knight, Irina A. Balova, S. N. Morozkina, Victor N. Sorokoumov
Rok vydání:	2005
Předmět:	Reaction conditions chemistry.chemical_compound Acetylene chemistry Aryl Organic Chemistry Sonogashira coupling Organic chemistry Protonation Physical and Theoretical Chemistry Combinatorial chemistry
Zdroj:	European Journal of Organic Chemistry. 2005:882-888
ISSN:	1099-0690 1434-193X
DOI:	10.1002/ejoc.200400688
Popis:	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-arylalka-1,3-diynes 21–35 in high yields. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::665f938378aa5eaf701fcd7f12a295eb https://doi.org/10.1002/ejoc.200400688 Zobrazit plný text záznamu Plný text