The first gold(I)-catalyzed cycloisomerization procedure applied to the synthesis of substituted 4 H -benzo[ d ][1,3]oxazines has been developed starting from N -(2-alkynyl)aryl benzamides. The chemoselective oxygen cyclization via the 6- exo -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. The newly synthesized 4 H -benzo[ d ][1,3]oxazine compounds showed several degrees of cell proliferation inhibition with a remarkable effect for those compounds having a substituted aryl at C-2 of the molecules. The 4 H -benzo[ d ][1,3]oxazines showed an IC 50 ranking from 3.1 to 95 μM in MCF-7 and HCC1954 cells. These compounds represent potential drug candidates for BC treatment. However, additional assays are needed to elucidate their complete effect over the cellular and molecular hallmarks of cancer.

One of the most important (NSAID) non-steroidal anti-inflammatory drug-containing the indol core is represented by the indomethacin. This highly relevant compound has been used for the last 50 years with excellent pharmacological results. Due to its relevant efficacy as an anti-inflammatory treatment, several syntheses have been developed during this half of century. Herein is summarized and discussed the most representative strategies which successfully addressed the total syntheses of indomethacin as well as some of its derivatives generated by carrying out strategic modifications at the nitrogen atom, the carboxylic acid at C-3, the methoxy group at C-5 and the methyl group at C-2.[a] K.

The synthesis of a novel 2-dipyrrolyl-2,5-dimethyl-p-benzoquinone is described, and its interactions with fluoride were characterized. An unprecedented interaction between fluoride anions and the quinone ring was observed.

Abstract:One of the more elusive classes of macrocycles includes the calix[5]pyrroles, which can be obtained from pyrrole and acetone in the presence of low concentrations of Bi(NO 3 ) 3 -5H 2 O. An isotopic labeling experiment aided the proposal of a mechanism to explain the formation of calix [5]pyrrole at low acid concentrations and the exclusive formation of calix[4]pyrrole at high acid concentrations. We assume that the mechanism involves HNO 3 , which is released from the Bi salt.