88312-86-1

Basic information

• Product Name: 6-phenyl-6H-dibenzo<1,2>thiazin 5,5-dioxide
• Synonyms: 6-phenyl-6H-dibenzo<1,2>thiazin 5,5-dioxide
• CAS NO: 88312-86-1
• Molecular Weight: 307.373
• Mol File: 88312-86-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 6-phenyl-6H-dibenzo<1,2>thiazin 5,5-dioxide(CAS DataBase Reference)
• NIST Chemistry Reference: 6-phenyl-6H-dibenzo<1,2>thiazin 5,5-dioxide(88312-86-1)
• EPA Substance Registry System: 6-phenyl-6H-dibenzo<1,2>thiazin 5,5-dioxide(88312-86-1)

Safety Data

• Hazardous Substances Data: 88312-86-1(Hazardous Substances Data)

Upstream product

• 1864-33-1 9,9-dioxo-10H-9-thia-10-aza-phenanthrene 
• 591-50-4 iodobenzene 
• 1483-73-4 diphenyliodonium bromide 
• 2905-25-1 o-bromobenzenesulfonyl chloride 
• 122-39-4 diphenylamine 
• 62-53-3 aniline 
• 1694-92-4 2-Nitrobenzenesulfonyl chloride 
• 5454-97-7 2-nitro-N-phenylbenzenesulfonamide 
• 18127-45-2 2-phenyl-2H-benzo[e][1,2,3,4]thiatriazine-1,1-dioxide 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 27332-20-3 N-phenyl-2-amino-benzenesulfonamide 

Relevant articles and documents

Sulfoxylate Anion Radical-Induced Aryl Radical Generation and Intramolecular Arylation for the Synthesis of Biarylsultams

Aryl radical generation from the corresponding aryl halides using an electron donor and subsequent intramolecular cyclization with arenes could be an important advancement in contemporary biaryl synthesis. A green and practically useful synthetic protocol to access diverse six- and seven-membered biarylsultams especially with a free NH group including demonstration of a gram-scale synthesis is reported herein. The sulfoxylate anion radical (SO2-?), generated in situ from the reagents rongalite or sodium dithionite (Na2S2O4), was found to be the key single electron transfer agent forming aryl radicals from aryl halides, which upon intramolecular arylation gives biarylsultams with good to excellent yields. The approach features generation of aryl radicals that remained underexplored, use of a cheap and readily available industrial reagents, and transition metal-free, mild, and green reaction conditions.

HETEROCYCLIC SYNTHESES VIA CARBANIONICALLY INDUCED REARRANGEMENT REACTIONS

The easily occuring -migrations of sulfonyl and carbonyl functions to neighboring phenyl anions can be utilized for ring expansions by one benzo unit when suitably tailored precursor heterocycles are used.Thus, the 1,2- benzisothiazol dioxide systems 8 and 17 can be transformed into dibenzothiazepin dioxides 12 and 21, respectively, whereas the dibenzo- and 1,2,4-benzothiazin dioxide models 35 and 46 give rise to the tribenzothiazocin dioxide and dibenzothiadiazocin dioxide systems 38 and 47, respectively.Unexpected formations of heterocyclic systems, namely, spirobenzoxazin-5,1'(3H)-isobenzofuran> 55, 3,1-benzoxazin 62, and phenanthridinium-salt 70 took place when phtalimide 52, dibenzoylaniline 56, and biphenylylbenzamide 65 were reacted with t-BuLi.