Formation of 2-Imino Benzo[e]-1,3-oxazin-4-ones from Reactions of Salicylic Acids and Anilines with HATU: Mechanistic and Synthetic Studies

Synthesis of 4H‐Benzo[e][1,3]oxazin‐4‐ones by a Carbonylation–Cyclization Domino Reaction of ortho‐Halophenols and Cyanamide

A mild and convenient one-step preparation of 4H-1,3-benzoxazin-4-ones by a domino carbonylation-cyclization process is developed. Readily available ortho-iodophenols are subjected to palladium-catalyzed carbonylative coupling with Mo(CO)6 and cyanamide, followed by a spontaneous, intramolecular cyclization to afford 4H-1,3-benzoxazin-4-ones in moderate to excellent yields. Furthermore, the sco...

Ultrasonic-assisted Synthetic Improvement of Fluorinated Five- and Six-membered Triazolotriazine and Triazinophthalazine Heterocycles

In this investigation a simple synthetic method for the synthesis of trifluoromethyl-1H-benzo[e][1,2,4]triazolo[1,2-a][1,2,4]triazine-1,3(2H)-diones and (trifluoromethyl)benzo [5,6][1,2,4]triazino[1,2-b]phthalazine-8,13-diones has been developed using urazole or phthalazine and aceteimidoyl chloride derivatives at room temperature under ultrasound irradiations. In the comparison to the conventi...

Copper-catalyzed tandem aryl-halogen hydroxylation and CH2Cl2-based N,O-acetalization toward the synthesis of 2,3-dihydrobenzoxazinones.

The concise synthesis of 2,3-dihydro-4H-benzo[e][1,3]oxazin-4-ones has been accomplished by copper-catalyzed tandem reactions of o-halobenzamides, LiOH and dichloromethane. The aryl-halogen bond hydroxylation and subsequent N,O-acetalization on CH2Cl2 are enabled under catalytic conditions which allows the generation of C(sp2)-O, C(sp3)-O and C(sp3)-N bonds to give the target products.

Front Cover: Synthesis of 4H‐Benzo[e][1,3]oxazin‐4‐ones by a Carbonylation–Cyclization Domino Reaction of ortho‐Halophenols and Cyanamide (ChemistryOpen 5/2017)

Synthesis and characterization of derived imines from 4-imino-5,6,7,8-tetrahydro-1-benzothieno[2,3-d]pyrimidin-3(4H)-amine

The synthesis and characterization of derived imines from 4-imino-5,6,7,8-tetrahydro-1-benzo thieno[2,3-d]pyrimidin-3(4H)-amine 3 has been developed in 3 steps through the reaction of heteroaromatic o-aminonitrile 1 with triethyl orthoformate afforded the corresponding imido ester 2 followed by cyclization with hydrazine hydrate to furnish iminothienopyrimidineamine 3 and finally the imination ...