10078-58-7

Upstream product

• 138883-33-7 N-(2-bromobenzyl)benzothioamide 
• 39959-51-8 2-iodobenzylamine 
• 14309-89-8 N-benzyl-benzenecarbothioamide 
• 98-88-4 benzoyl chloride 
• 5465-63-4 2-bromobenzylamine hydrochloride 
• 138883-39-3 N-benzoyl-N-(2-iodobenzyl)amide 
• 138883-38-2 N-[(2-bromophenyl)methyl]benzamide 
• 95517-42-3 N-Thiobenzoyl-o-iodobenzylamine 

Downstream Products

• 23574-19-8 1-oxo-2-phenyl-2,3-dihydro-1H-1λ⁴-benzo[e][1,3]thiazin-4-one 

Relevant academic research and scientific papers

COPPER(1) CATALYSED AROMATIC NUCLEOPHILIC SUBSTITUTION: A MECHANISTIC AND SYNTHETIC COMPARISON WITH SRN1 REACTION

Evidence is provided to support a mechanism for Cu(1) catalysed aromatic nucleophilic substitution via inner-sphere electron-transfer and a Cu(111) intermediate, and to show the synthetic potential for Cu(1) catalysis relative to the SRN1 reaction.

Intramolecular dehydrogenative C-S bond coupling of thioamides to form 1,3-benzothiazines under metal-free conditions

A novel HTIB-promoted direct intramolecular dehydrogenative C-S bond coupling reaction of thioamides has been developed to provide 1,3-benzothiazine derivatives in good yields. The reaction proceeds smoothly to reach completion at room temperature within 1 min under metal-free conditions. This protocol provides a mild and efficient strategy for the synthesis of six-membered N,S-containing heterocycles. Preliminary mechanistic studies indicate that a spirocyclic intermediate might be involved.

Electrochemical Intramolecular Dehydrogenative Coupling of N-Benzyl(thio)amides: A Direct and Facile Synthesis of 4H-1,3-Benzoxazines and 4H-1,3-Benzothiazines

The electrochemical dehydrogenative cyclization of N-benzylamides was investigated with a Pt plate anode and graphite rod cathode in an undivided cell at room temperature. The oxidative degradation of the products was suppressed successfully and 4H-1,3-benzoxazines were obtained regardless of the substituents at the benzylic position. This method also allowed for the preparation of 4H-1,3-benzothiazines.

Synthesis of 1,3-benzothiazines by intramolecular dehydrogenative C–S cross-coupling in a flow electrolysis cell

Dehydrogenative cyclization of thioamides is an attractive approach for the synthesis of S-heterocycles. Reported herein is an electrochemical dehydrogenative cyclization reaction of N-benzyl thioamides in a flow electrolysis cell. The continuous-flow electrosynthesis has addressed the limitations associated with previously reported methods for the cyclization of alkylthioamides and provide a transition metal- and oxidizing reagent-free access to various functionalized 1,3-benzothiazines in good yields.

Benzothiazine compound preparation method

The invention discloses a benzothiazine compound preparation method, which belongs to the technical field of organic synthesis. The method is characterized in that thioamide, hydroxy(tosyloxy)iodo benzene, and a solvent are added in a reactor, after the r

Oxidation during reductive cyclisations using Bu3SnH

Reductive cyclisations using Bu3SnH include an "oxidation" step if the removal of an acidic proton from the intermediate cyclised radical, by Bu3SnH acting as a base, is favourable. A "pseudo" SRN1 mechanism is proposed.