23996-36-3

Upstream product

• 14813-85-5 1-phenyl-1,3-dihydrobenzoimidazol-2-one 
• 74-88-4 methyl iodide 
• 612-01-1 1-methyl-1,3-diphenylurea 
• 103-71-9 phenyl isocyanate 
• 4760-34-3 N-methyl-1,2-phenylenediamine 
• 1849-01-0 1-methyl-2-benzimidazolone 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 17878-37-4 1-bromo-2-(trimethylsilyl)benzene 
• 534-85-0 N-phenyl-1,2-benzenediamine 
• 95-56-7 2-hydroxybromobenzene 
• 3422-01-3 tert-butyl phenylcarbamate 
• 28131-24-0 tert-butyl N-methyl-N-(phenyl)carbamate 
• 100-61-8 N-methylaniline 
• 62-53-3 aniline 

Downstream Products

• 79759-86-7 1-Methyl-3-phenyl-1,3-dihydro-benzoimidazole-2-thione 
• 14813-85-5 1-phenyl-1,3-dihydrobenzoimidazol-2-one 

Relevant academic research and scientific papers

I2-Mediated transition-metal-free aromatic C-H amination for the synthesis of benzimidazol-2-ones and related heterocycles

A practical iodine-mediated direct aromatic C-H amination reaction has been established for benzimidazol-2-one synthesis under transition-metal-free conditions. The required 1,3-diarylurea substrates are readily accessible by the addition of N-substituted arylamines to the corresponding isocyanates. This versatile and operationally simple synthetic process is broadly applicable to a wide range of 1,3-diarylureas and provides facile access to benzimidazol-2-ones and related heterocycles. Moreover, the present C-H amination reaction can also be performed directly from disubstituted amines and isocyanates without the purification of the urea intermediates in a scalable fashion.

Selective: S -arylation of 2-oxazolidinethiones and selective N -arylation of 2-benzoxazolinones/2-benzimidazolinones

There exist three possible patterns for the reaction of cyclic 2-oxazolidinethione and 2-benzoxazolidinethione with arynes, namely (a) S-arylation, (b) N-arylation, and (c) aryne insertion into the thiocarbonyl group (CS). Our studies demonstrate that S-arylation wins out affording S-aryl dihydrooxazoles. In contrast, for related reactions of cyclic 2-benzoxazolinone and 2-benzimidazolinone with arynes, it is found that N-arylation outcompetes O-arylation and aryne insertion into the CO group to give N-aryl 2-benzoxazolinones and N-aryl 2-benzimidazolinones.

A benzo oxazolone and benzimidazolone of N - aryl compound into method (by machine translation)

The invention relates to a benzo oxazolone and benzimidazolone of N - aryl compound into a method, involving the two kind of compound preparation, in order to 2 - resolution method oxazolones or 1 - methyl - 2 - benzimidazolone, and cesium fluoridebenzyne

FLUOROALKYLATING AGENT

Problem to be Solved It is intended to provide an industrially preferable fluoroalkylating agent and use thereof. Solution The present invention provides a fluoroalkylating agent represented by the general formula (1) wherein R1 is a C1 to C8 fluoroalkyl group; R2 and R3 are each independently a C1 to C12 alkyl group or the like; Y1 to Y4 are each independently a hydrogen atom, a halogen atom, or the like; and X? is a monovalent anion. A compound of the general formula (3): R4—S—R1 having an introduced C1 to C8 fluoroalkyl group is easily obtained by reacting a compound of the general formula (2): R4—S—Z wherein R4 is a hydrocarbon group or the like; and Z is a leaving group, with the compound of the general formula (1).

Pd(II)/Ag(I)-Promoted One-Pot Synthesis of Cyclic Ureas from (Hetero)Aromatic Amines and Isocyanates

A simple and facile one-pot reaction has been developed to afford a diverse range of N,N′-disubstituted benzimidazolones and imidazopyridinones containing two differently substituted N atoms. A cooperative Pd(II)/Ag(I) system promotes the sequential addition/intramolecular C-H amidation reaction of (hetero)aromatic amines and isocyanates, leading to the formation of two C-N bonds. A mechanism involving radical intermediates generated by single-electron transfer (SET) in the presence of a Ag2CO3 oxidant and Pd(OAc)2 Lewis acid is proposed. This protocol offers an operationally easy, simple, and robust approach with the use of readily available starting materials, good functional group tolerance, and high efficiency.

Metal-Free Oxidative C-H Amidation of N,N′-Diarylureas with PhI(OAc)2: Synthesis of Benzimidazol-2-one Derivatives

Benzimidazol-2-ones have various biological functions and are usually prepared by reactions of substituted benzene-1,2-diamines with carbonyl-containing compounds or intramolecular N-arylations using substrates with carbon-halogen bonds. However, the star

Copper-catalyzed efficient synthesis of a 2-benzimidazolone scaffold from 2-nitroaniline and dimethyl carbonate via a hydrosilylation reaction

This work reports a copper-catalyzed novel protocol for the tandem synthesis of 2-benzimidazolone derivatives from dimethyl carbonate (DMC) and various 2-nitroanilines by using polymethylhydrosiloxane (PMHS) as an inexpensive, stable and environmentally benign reducing agent. This methodology is applicable for the preparation of a broad range of biologically active 2-benzimidazolone derivatives with a good scope in good to excellent yields.

Potassium hydroxide/dimethyl sulfoxide promoted intramolecular cyclization for the synthesis of benzimidazol-2-ones

A new protocol for intramolecular N-arylations of ureas to form benzimidazol-2-ones has been developed. The cyclization reaction occurs in the presence of KOH and DMSO at close to ambient temperature. Under these conditions the yields are high and a wide