10.1021/jo501376q.s002 Emmanuel B. Castillo-Contreras Emmanuel B. Castillo-Contreras Alexander M. Stahl Alexander M. Stahl Gregory R. Dake Gregory R. Dake Annulated Isoxazoles via [3 + 2] Cycloaddition of Alkenyl Bromides and Oximoyl Chlorides and Ag(I) Promoted Elimination American Chemical Society 2014 sequence elimination intramolecular oxime function hydrogen bromide cycloaddition conversion carbonate substitution oximoyl chloride Annulated Isoxazoles equivalent Alkenyl Bromides tetracyclic isoxazoles formation bromo Promoted Ag EliminationSubstituted Oximoyl Chlorides salicylaldehyde Cycloaddition 2014-08-01 00:00:00 Journal contribution https://acs.figshare.com/articles/journal_contribution/Annulated_Isoxazoles_via_3_2_Cycloaddition_of_Alkenyl_Bromides_and_Oximoyl_Chlorides_and_Ag_I_Promoted_Elimination/2269231 Substituted salicylaldehydes are converted to fused tetracyclic isoxazoles through a synthetic sequence incorporating substitution of 2-bromo-2-cyclohexen-1-ol, formation of an oxime function, conversion to an oximoyl chloride, intramolecular [3 + 2] cycloaddition, and elimination of an equivalent of hydrogen bromide using silverĀ­(I) carbonate. Six examples of this sequence are presented.