Manipulations with fused-ring sydnones

ORGN 504

Sujatha Katta, sujaravindar@yahoo.com and Kenneth Turnbull, kenneth.turnbull@wright.edu. Department of Chemistry, Wright State University, Dayton, OH 45435
The versatile, halogenated, fused-ring sydnones 2 and 3 have been prepared in good yields by treatment of iminophosphorane 1 with the appropriate isocyanate or isothiocyanate. The utility of 2 and 3 for Suzuki and Sonogashira couplings has been explored. Further, the ability of the iodosydno[3,4-a]quinoxaline 3 to undergo metal –halogen exchange (with BuLi) and subsequent reaction with electrophiles will be discussed