One-Pot Synthesis of Trisubstituted Conjugated Dienes via Sequential Suzuki−Miyaura Cross-Coupling with Alkenyl- and Alkyltrifluoroborates
- 15 February 2006
- journal article
- research article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 71 (6) , 2493-2498
- https://doi.org/10.1021/jo052636k
Abstract
The sequential, stereoselective disubstitution of 1,1-dibromoalkenes using a variety of alkenyltrifluoroborates followed by alkyltrifluoroborates in the presence of Pd(PPh3)4 is described. This synthetic method proceeds smoothly in one pot under mild reaction conditions to provide the corresponding trisubstituted, conjugated dienes in excellent yield. Moreover, the method is operationally very simple because the organotrifluoroborates are stable in air, and the byproducts are innocuous inorganic salts.Keywords
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