Sonogashira Couplings of Aryl Bromides: Room Temperature, Water Only, No Copper
Bruce H. Lipshutz*, David W. Chung and Brian Rich
*Department of Chemistry & Biochemistry, University of California, Santa Barbara, California 93106, Email: lipshutzchem.ucsb.edu
B. H. Lipshutz, D. W. Chung, B. Rich, Org. Lett., 2008, 10, 3793-3796.
DOI: 10.1021/ol801471f
see article for more reactions
Abstract
Small amounts of the nonionic amphiphile PTS assist by virtue of nanometer micelles formed spontaneously in cross-coupling reactions between lipophilic terminal alkynes and aryl bromides catalyzed by ligated Pd in the absence of copper at ambient temperatures.
see article for more examples
Heck Couplings at Room Temperature in Nanometer Aqueous Micelles
B. H. Lipshutz, B. R. Taft, Org. Lett., 2008, 10, 1329-1332.
Room-Temperature Suzuki-Miyaura Couplings in Water Facilitated by Nonionic Amphiphiles
B. H. Lipshutz, T. B. Petersen, A. R. Abela, Org. Lett., 2008, 10, 1333-1336.
Key Words
Sonogashira Coupling, Green Chemistry
ID: J54-Y2008-2350