Tandem Pd-catalyzed benzothiazole ring closure and functionalization

ORGN 800

Matthew D. Vera, veram@wyeth.com1, Weilin Sun1, and Jeffrey C. Pelletier2. (1) Department of Chemical & Screening Sciences, Wyeth Research, 500 Arcola Road, Collegeville, PA 19426, (2) Department of Chemical and Screening Sciences, Wyeth Research, 500 Arcola Road, Collegeville, PA 19426
Tandem reactions have become increasingly useful transformations in synthetic and medicinal chemistry. We report here methodology for the Pd-catalyzed ring closure of dibromothioamides and subsequent ring functionalization to furnish amino- or arylbenzothiazoles in one pot. The overall transformation consists of a Pd-catalyzed S-arylation reaction followed by either a Buchwald-Hartwig amination or Suzuki arylation reaction. The reaction conditions, generality and use in parallel synthesis will be described.

 

Combinatorial, Parallel and Process Chemistry, Heterocycles, Aromatics, New Reactions and Methodology
8:00 PM-10:00 PM, Wednesday, August 22, 2007 BCEC -- Exhibit Hall - B2, Poster

Division of Organic Chemistry

The 234th ACS National Meeting, Boston, MA, August 19-23, 2007