Gold(I)-Catalyzed Synthesis of 4-Benzo[][1,3]oxazines and Biological Evaluation of Activity in Breast Cancer Cells.

The first gold(I)-catalyzed cycloisomerization procedure applied to the synthesis of substituted 4-benzo[][1,3]oxazines has been developed starting from -(2-alkynyl)aryl benzamides. The chemoselective oxygen cyclization via the 6--dig pathway yielded the observed heterocycles in modest to good chemical yields under very mild reaction conditions. The obtained oxazines were assayed on the breast cancer (BC)-derived cell lines MCF-7 and HCC1954 with differential biological activity.

Iodine(III)-Mediated, Controlled Di- or Monoiodination of Phenols.

An oxidative procedure for the electrophilic iodination of phenols was developed by using iodosylbenzene as a nontoxic iodine(III)-based oxidant and ammonium iodide as a cheap iodine atom source. A totally controlled monoiodination was achieved by buffering the reaction medium with KPO. This protocol proceeds with short reaction times, at mild temperatures, in an open flask, and generally with high yields.