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Palladium‐Catalyzed Domino Process: Synthesis of Symmetrical Diarylalkynes, cis ‐ and trans ‐Alkenes using Lithium Acetylide as a Synthon
Author(s) -
Krishna Jonnada,
Krishna Reddy Alavala Gopi,
Satyanarayana Gedu
Publication year - 2015
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201500686
Subject(s) - chemistry , acetylide , palladium , synthon , catalysis , stereoselectivity , domino , amination , aryl , one pot synthesis , lithium (medication) , acetylene , combinatorial chemistry , organic chemistry , medicinal chemistry , medicine , alkyl , endocrinology
An efficient domino protocol has been developed for the synthesis of symmetrical diarylalkynes. Notably, the method was successful in the presence of a palladium catalyst without the support of a copper co‐catalyst. Significantly, the method enabled the use of the commercially available and cheap lithium acetylide ethylenediamine complex as a source of acetylene for the construction of dual CC bonds, with a wide range of compatibility towards various substituents of the aryl bromides/iodides. Significantly, this protocol was successfully applied to the synthesis of cis ‐ and trans ‐alkenes in a highly stereoselective manner in a sequential one‐pot process.