ClTi(OiPr)3-promoted reductive amination on the solid phase: combinatorial synthesis of a biaryl-based sulfonamide library.
A combinatorial library (9 amines x 7 sulfonyl chlorides x 13 boronic acids = 819 compounds) was produced on solid support in a four-step sequence, i.e., ClTi(O(i)Pr)3-promoted reductive amination, sulfonylation of the resin-bound amine, Suzuki cross-coupling, and acid-mediated cleavage. The library members were obtained in moderate quantity (1-8 mg) with over 70% of the sampled products greater than 90% pure according to LC-MS analysis.
Gutierrez
Corey D
CD
Cancer Research UK Centre for Cancer Therapeutics at The Institute of Cancer Research, Cancer Research UK, Laboratory, 15 Cotswold Road, Sutton, Surrey SM2 5NG, United Kingdom.
Bavetsias
Vassilios
V
McDonald
Edward
E
D000588:Amines / Q000737:chemistry*; D020650:Combinatorial Chemistry Techniques; D013449:Sulfonamides / Q000737:chemistry*; D014025:Titanium / Q000737:chemistry*
D000588:Amines; D013449:Sulfonamides; D014025:Titanium