Room-Temperature Suzuki-Miyaura Couplings in Water Facilitated by Nonionic Amphiphiles
Bruce H. Lipshutz,* Tue B. Petersen and Alexander R. Abela
*Department of Chemistry & Biochemistry, University of
California, Santa Barbara, California 93106, Email: lipshutz
chem.ucsb.edu
B. H. Lipshutz, T. B. Petersen, A. R. Abela, Org. Lett., 2008, 10, 1333-1336.
DOI: 10.1021/ol702714y
Abstract
Use of a dilute aqueous solution of a nonionic amphiphile allows efficient Suzuki-Miyaura cross-couplings of arylboronic acids with a broad range of aryl halides and pseudohalides, including sterically hindered and lipophilic substrates, in most cases at room temperature.
see article for more examples
Micellar Catalysis of Suzuki-Miyaura Cross-Couplings with Heteroaromatics in Water
B. H. Lipshutz, A. R. Abela, Org. Lett., 2008, 10, 5329-5332.
Heck Couplings at Room Temperature in Nanometer Aqueous Micelles
B. H. Lipshutz, B. R. Taft, Org. Lett., 2008, 10, 1329-1332.
Sonogashira Couplings of Aryl Bromides: Room Temperature, Water Only, No Copper
B. H. Lipshutz, D. W. Chung, B. Rich, Org. Lett., 2008, 10, 3793-3796.
Key Words
Suzuki Coupling, Green Chemistry
ID: J54-Y2008-0910
