1354310-96-5

Basic information

• Product Name: C₁₂H₁₄INO
• Synonyms: C₁₂H₁₄INO
• CAS NO: 1354310-96-5
• Molecular Weight: 315.154
• Mol File: 1354310-96-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: C₁₂H₁₄INO(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₂H₁₄INO(1354310-96-5)
• EPA Substance Registry System: C₁₂H₁₄INO(1354310-96-5)

Safety Data

• Hazardous Substances Data: 1354310-96-5(Hazardous Substances Data)

Upstream product

• 4102-54-9 2-iodo-4,6-dimethylaniline 
• 920-46-7 Methacryloyl chloride 

Relevant articles and documents

Domino Carbopalladation/C-H Functionalization Sequence: An Expedient Synthesis of Bis-Heteroaryls through Transient Alkyl/Vinyl-Palladium Species Capture

A microwave-assisted highly efficient intermolecular domino carbopalladation/C-H functionalization sequence has been developed to access bis-heteroaryl frameworks in a single operation. The reaction involves carbopalladation of the halogenated acrylamides

Phase-transfer-catalyzed asymmetric synthesis of axially chiral anilides

Catalytic asymmetric synthesis of axially chiral o-iodoanilides and o-tert-butylanilides as useful chiral building blocks was achieved by means of binaphthyl-modified chiral quaternary ammonium-salt-catalyzed N-alkylations under phase-transfer conditions. The synthetic utility of axially chiral products was demonstrated in various transformations. For example, axially chiral N-allyl-o-iodoanilide was transformed to 3-methylindoline by means of radical cyclization with high chirality transfer from axial chirality to C-centered chirality. Furthermore, stereochemical information on axial chirality in o-tert-butylanilides could be used as a template to control the stereochemistry of subsequent transformations. The transition-state structure of the present phase-transfer reaction was discussed on the basis of the X-ray crystal structure of ammonium anilide, which was prepared from binaphthyl-modified chiral ammonium bromide and o-iodoanilide. The chiral tetraalkylammonium bromide as a phase-transfer catalyst recognized the steric difference between the ortho substituents on anilide to obtain high enantioselectivity. The size and structural effects of the ortho substituents on anilide were investigated, and a wide variety of axially chiral anilides that possess various functional groups could be synthesized with high enantioselectivities. This method is the only general way to access a variety of axially chiral anilides in a highly enantioselective fashion reported to date. Copyright