B. Jagan Mohan Reddy

Intramolecular C–O/C–S bond insertion of α-diazoesters for the synthesis of 2-aryl-4H-benzo[d][1,3]oxazine and 2-aryl-4H-benzo[d][1,3]thiazine derivatives

An intramolecular C–O insertion of 2-(2-arylamidophenyl)-2-diazoacetate has been achieved using a catalytic amount of copper triflate under mild conditions to produce 2-aryl-4H-benzo[d][1,3]oxazine-4-carboxylate in good yields. In addition, 2-diazo-2-(2-arylthioamidophenyl)acetate affords the corresponding 2-aryl-4H-benzo[d][1,3]thiazine derivatives under similar conditions. This is the first example of the synthesis of benzoxazines and benzothiazines from ortho-amidophenyl diazoacetate and ortho-thioamidophenyl diazoacetate, respectively.

A short and highly convergent approach for the synthesis of rutaecarpine derivatives

A novel and highly convergent approach has been developed for the synthesis of quinazolinocarboline alkaloid, rutaecarpine, analogues by the condensation of anthranilamide with chloroaldehyde derived from tryptophol. This method also provides direct access to benzimidazocarbolines and quinazolinoisoquinolines. It is a shorter and metal-free approach which does not require any catalyst or additive to facilitate the reaction.

Synthetic Strategies Towards the Sex Pheromone of Trogoderma Species.

Z-14-methyl-8-hexadecenal and its E-isomer were identified as the essential female secreted sex pheromones of trogoderma species of insects. Since the discloser of its structure in 1969, ( Z )-(-)-14-methyl-8-hexadecen-l-ol and methyl ( E )-(-)-14-methyl-8-hexadecenoate as the sex pheromones have been the subject of intense study by the synthetic organic community. Several strategies have been developed for the total synthesis of these exciting pheromone molecules and they are discussed in detail.