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Palladium‐Catalyzed Alkoxycarbonylation of Conjugated Dienes under Acid‐Free Conditions: Atom‐Economic Synthesis of β,γ‐Unsaturated Esters
Author(s) -
Fang Xianjie,
Li Haoquan,
Jackstell Ralf,
Beller Matthias
Publication year - 2014
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201404563
Subject(s) - palladium , catalysis , carbonylation , chemistry , atom economy , conjugated system , adipate , organic chemistry , combinatorial chemistry , polymer chemistry , polymer , carbon monoxide
Abstract Carbonylation reactions constitute important methodologies for the synthesis of all kinds of carboxylic acid derivatives. The development of novel and better catalysts for these transformations is of interest for both academic and industrial research. Here, a benign palladium‐based catalyst system for the alkoxycarbonylation of conjugated dienes under acid‐free conditions has been developed. This atom‐efficient transformation provides straightforward access to a variety of β,γ‐unsaturated esters in good to excellent yields and often with high selectivities. As an industrially relevant example the (formal) synthesis of dimethyl adipate and ε‐caprolactam from 1,3‐butadiene is demonstrated.