3306-80-7

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 66081-21-8 2-azidobenzenesulphonamide 
• 3306-62-5 2-AMINOBENZENESULFONAMIDE 
• 105-13-5 4-Methoxybenzyl alcohol 
• 104-93-8 p-methylanizole 

Relevant academic research and scientific papers

One-Pot, Borax-mediated synthesis of structurally diverse N, S-heterocycles in water

Herein, a borax–mediated convenient and efficient strategy for the synthesis of prominent structurally diverse N, S-heterocycles such as quinazolin-4(3H)-one, benzothiadiazine 1,1-dioxide, benzothioazole, and benzoxazoles from readily available 2-aminobenzamide/2-aminobenzenesulfonamide/2-aminothiophenol/2-aminophenol with α,α,α-trihalotoluenes at 100 ℃ in water is elaborated. Upon using aldehydes instead of α,α,α-trihalotoluenes, the reactions proceed through domino fashion under the catalytic effect borax to yield 2,3-dihydroquinazolin-4(1H)-one, 3,4-dihydrothiadiazine 1,1-dioxide, and benzothiazoles in one-pot at 60 ℃. The advantages of this protocol are practical simplicity, large substrate scope, moderate to excellent yields, and the use of water as the solvent.

Metal-free oxidative synthesis of quinazolinones via dual amination of sp3 C-H bonds

A novel metal-free synthesis of quinazolinones via dual amination of sp3 C-H bonds was developed. The sp3 carbon in methylarenes or adjacent to a heteroatom in DMSO, DMF or DMA was used as the one carbon synthon. This journal is the Partner Organisations 2014.

Iron-catalyzed oxidative synthesis of N-heterocycles from primary alcohols

An iron-catalyzed one-pot one-step oxidative system has been successfully developed in the conversion of primary alcohols into nitrogen-containing heterocycles, such as quinazolinone, quinazoline and 3,4-dihydro-2H-1,2,4- benzothiadiazine 1,1-dioxide derivatives.

Green approach toward one pot cascade synthesis of 3-aryl-3,4-dihydro-1,2,4 benzothiadiazine-1,1-dioxides

A silica-gel-supported ceric ammonium nitrate (CAN-SiO2) was found to be an effective catalyst for the cascade synthesis of functionalized 3-aryl-3,4-dihydro-1,2,4-benzo- thiadiazine-1,1-dioxides using 2-aminobenzenesulfonamide and benzaldehydes at room temperature. The reaction allows rapid cyclization (10-70 min) with 5 mol% CAN impregnated on silica gel to give the desired products in excellent yield without further column purification. The protocol uses inexpensive and environmentally friendly CAN-SiO2as the catalyst, and no ligand or additive was required. [Supplementary materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements for the following free supplemental files: Additional figures]

N-benzylation/benzylic C-H amidation cascade by the (ζ3- Benzyl)palladium system in aqueous media: An effective pathway for the direct construction of 3-phenyl-3,4-dihydro-(2H)-1,2,4-benzothiadiazine 1,1-dioxides

We demonstrate a unique strategy for a benzylation/benzylic C-H amidation cascade reaction by the (ζ3-benzyl)palladium system derived from a palladium catalyst and benzyl alcohol. This tandem process is devised as a new synthetic route for 3-phenyl-3,4-dihydro-(2H)-1,2,4-benzothiadiazine-1,1- dioxide. Water plays an important role for the smooth generation of the (ζ3-benzyl)palladium species, and a bis-benzylated Pd(II) intermediate would be formed in our catalytic system. Atom economical processes such as benzylic C-H activation, cascade reactions and chemoselective reactions in aqueous media have been developed.

Facile synthesis of 3,4-dihydro-(2H)-1,2,4-benzothiadiazine-1,1-dioxides promoted by samarium diiodide

A series of 3,4-dihydro-(2H)-1,2,4-benzothiadiazine-1,1-dioxides were synthesized in good yields via intermolecular reductive cyclization of o-azidobenzenesulfonamides with aldehydes and aliphatic ketones promoted by samarium diiodide under mild and neutral conditions.