Benzodiazines Research Articles

Direct Catalytic Asymmetric Synthesis of Cyclic Aminals from Aldehydes

Reported is the asymmetric synthesis of quinazolinones 3 and benzo(thia)diazines 6 from the reaction of 2-aminobenzamides 1 or 2-aminobenzenesulfonamides 4 with aldehydes 2 or 5 under chiral Brønsted acid catalysis. Investigation of several potential chiral phosphoric acid catalysts led to identification of the anthracenyl-modified TRIP catalyst 7 as the optimal reagent. Although high yields and enantioselectivities were obtained using aliphatic, α-unbranched aldehydes, branched and aromatic aldehydes gave somewhat lower enantioselectivities. A broad range of aromatic functional groups are tolerated, including strongly electron-donating and -withdrawing substituents. The methodology was also applied to the synthesis of several members of the benzo(thia)diazines, a known class of pharmaceuticals commonly employed for the treatment of high blood pressure.

Metalation of Sulfoxides in the Benzodiazine Series. Diazines. Part 44.

AbstractFor Abstract see ChemInform Abstract in Full Text.

Metalation of sulfoxides in the benzodiazine series. Diazines. Part 44

The metalation of 12 benzodiazines sulfoxides was tested. This reaction was effective with 3-sulfinylcinnolines, 5-phenylsulfinyl-2- tert-butylquinazoline and 8- tert-butylsulfinyl-2- tert-butyl-4(3 H)-quinazolinone.

Benzodiazines

Benzodiazines

Benzodiazines

Benzodiazines

Research on benzodiazines

Research on benzodiazines