68267-69-6

Basic information

• Product Name: N-acetyl-2-allylaniline
• Synonyms: N-acetyl-2-allylaniline
• CAS NO: 68267-69-6
• Molecular Weight: 175.23
• Mol File: 68267-69-6.mol
• Article Data: 19

Chemical Properties

• CAS DataBase Reference: N-acetyl-2-allylaniline(CAS DataBase Reference)
• NIST Chemistry Reference: N-acetyl-2-allylaniline(68267-69-6)
• EPA Substance Registry System: N-acetyl-2-allylaniline(68267-69-6)

Safety Data

• Hazardous Substances Data: 68267-69-6(Hazardous Substances Data)

Upstream product

• 591-87-7 Allyl acetate 
• 32704-22-6 2-allyl-phenylamine 
• 64-19-7 acetic acid 
• 169760-16-1 2-acetamidophenylboronic acid 
• 106-95-6 allyl bromide 
• 3066-75-9 allyl diethyl phosphate 
• 103-84-4 Acetanilid 
• 70122-89-3 tert-butyl allyl carbonate 
• 35466-83-2 allyl methyl carbonate 
• 583-04-0 vinyl benzoate 
• 589-09-3 N-allyl-N-phenylamine 
• 19591-17-4 o-iodoacetanilide 
• 72824-04-5 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 856859-65-9 2'-allyl-N-(methoxycarbonyl)acetanilide 

Downstream Products

• 55469-30-2 2-allyl-N-ethylaniline 
• 1573112-29-4 methyl 3-(4-bromophenyl)-3a,4-dimethyl-3,3a,4,8b-tetrahydrocyclopenta[b]indole-1-carboxylate 
• 92623-83-1 pravadoline 
• 26211-90-5 2-methyl-3-(4-methoxybenzoyl)indole 
• 875-79-6 1,2-dimethylindole 
• 95-20-5 2-methyl-1H-indole 
• 1309934-57-3 C₁₆H₁₉NO 
• 1309934-73-3 C₁₉H₂₃NO 
• 1309934-72-2 C₁₅H₁₇NO 
• 1180844-34-1 N-(2-allylphenyl)-N-tosylacetamide 
• 1239600-58-8 (E)-1,4-di(N-acetylanilin-2-yl)-2-butene 
• 91-63-4 2-methylquinoline 
• 856859-67-1 tert-butyl (2-allylphenyl)(1-methylethenyl)carbamate 
• 131880-76-7 1-(2-methyl-2,3-dihydro-indol-1-yl)-ethanone 

Relevant articles and documents

Synthesis of functionalized indoles via palladium-catalyzed cyclization of N-(2-allylphenyl) benzamide: A method for synthesis of indomethacin precursor

We developed an efficient method for synthesis of substituted N-benzoylindole via Pd(II)-catalyzed C-H functionalization of substituted N-(2-allylphenyl)benzamide. The reaction showed a broad substrate scope (including N-acetyl and N-Ts substrates) and substituted indoles were obtained in good to excellent yields. The most distinctive feature of this method lies in the high selectivity for N-benzoylindole over benzoxazine, and this is the first example of Pd(II)-catalyzed synthesis of substituted N-benzoylindole. Notably, this new method was applied for the synthesis of key intermediate of indomethacin.

2-(Phenylseleno)ethanesulfon-amide as a novel protecting group for aniline that can be deprotected by a radical reaction

Anilines were protected as 2-(phenylseleno)ethanesulfonanilide (SeES anilide) via sulfonylation by 2-chlorosulfonyl chloride followed by the conjugate addition of benzeneselenol. The SeES anilide was deprotected by radical reduction using tributyltin hydride in the presence of AIBN. The corresponding anilines were obtained in high yields when the hydride and AIBN were added to the system slowly. Since the radical reaction proceeds under neutral conditions, chemoselective deprotection of the SeES group was accomplished. The SeES anilide was stable under various conditions, including some severe conditions.

Bond-Weakening Catalysis: Conjugate Aminations Enabled by the Soft Homolysis of Strong N-H Bonds

The ability of redox-active metal centers to weaken the bonds in associated ligands is well precedented, but has rarely been utilized as a mechanism of substrate activation in catalysis. Here we describe a catalytic bond-weakening protocol for conjugate a