1440429-81-1

Basic information

• Product Name: C₁₆H₁₄ClN
• Synonyms: C₁₆H₁₄ClN
• CAS NO: 1440429-81-1
• Molecular Weight: 255.747
• Mol File: 1440429-81-1.mol

Chemical Properties

• CAS DataBase Reference: C₁₆H₁₄ClN(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₆H₁₄ClN(1440429-81-1)
• EPA Substance Registry System: C₁₆H₁₄ClN(1440429-81-1)

Safety Data

• Hazardous Substances Data: 1440429-81-1(Hazardous Substances Data)

Upstream product

• 118-48-9 isatoic anhydride 
• 133776-41-7 anthranilic acid N-methoxy-N-methylamide 
• 2894-51-1 2-amino-4'-chlorobenzophenone 
• 7333-63-3 4-bromobutylphosphonium bromide 
• 3607-17-8 3-bromopropyltriphenylphosphonium bromide 

Downstream Products

• 1440429-54-8 C₂₇H₂₄ClNO₂S 
• 1440429-98-0 C₂₃H₂₀ClNO₂S 

Relevant articles and documents

Visible-Light-Mediated Decarboxylative Tandem Carbocyclization of Acrylamide-Attached Alkylidenecyclopropanes: Access to Polycyclic Benzazepine Derivatives

A visible-light-mediated decarboxylative tandem carbocyclization of acrylamide-tethered alkylidenecyclopropanes with phenyliodine(III) diacetate and various aliphatic acids has been reported in this paper. An alkyl radical in situ generated from phenyliodine(III) dicarboxylates upon visible-light irradiation catalyzed by fac-Ir(ppy)3 adds to the less hindered central carbon of alkylidenecyclopropane to initiate the tandem annulation, generating tetracyclic benzazepine derivatives in moderate to good yields with broad substrate scope under mild conditions.

Electronic halocyclization and radical haloazidation of benzene-linked 1,7-dienes for the synthesis of functionalized 3,1-benzoxazines

A novel electronic halocyclization and radical haloazidation of benzene-linked 1,7-dienes for the formation of functionalized 3,1-benzoxazines has been achieved by using TMSN3 as an azido source and NBS as a halogen source. This methodology is highlighted by its mild conditions and wide substrate scope, which concomitantly introduces one C-N and two C-halogen bonds into one molecule.

Synthesis of 1,2-Dihydrocyclobuta[b]quinoline Derivatives from Isocyanophenyl-Substituted Methylenecyclopropanes

A new protocol to synthesize 1,2-dihydrocyclobuta[b]quinoline derivatives from isocyanophenyl-substituted methylenecyclopropanes via a formal insertion of isocyanide carbon into a C?C bond has been developed. The reaction proceeds smoothly in the presence of silver carbonate (5 mol%) upon heating in a highly atom economic manner and exhibits broad substrate scope, giving the desired products in moderate to excellent yields. Furthermore, several transformations of the obtained products have been also demonstrated. (Figure presented.).

Cascade Amination/Cyclization/Aromatization Process for the Rapid Construction of [2,3-c]Dihydrocarbazoles and [2,3-c]Carbazoles

An intramolecular cascade amination/cyclization/aromatization reaction of functionalized alkylidenecyclopropanes has been developed in the presence of silver acetate, affording a variety of [2,3-c]dihydrocarbazoles and [2,3-c]carbazoles in moderate to excellent yields. The mechanistic investigations revealed that this cascade reaction proceeds through a radical initiated process. Moreover, further transformations for the synthesis of eustifoline-D and an OLED exhibit a potential synthetic utility of this method.

Unprecedented Oxycyanation of Methylenecyclopropanes for the Facile Synthesis of Benzoxazine Compounds Containing a Cyano Group

A novel intramolecular oxycyanation of methylenecyclopropanes is reported that proceeds through oxidative cleavage of the N-CN bond and subsequent palladium transfer from N to O of the amide group. A range of substituted benzo[d][1,3]oxazines with a cyano group are readily furnished by this newly developed oxycyanation reaction. Tris(4-trifluoromethylphenyl)phosphine as a ligand has been found to be crucial to effectively promote the transformation with high chemo- and regioselectivity. Moreover, the reaction outcome can be significantly affected by the electronic effect of the acyl group attached to the nitrogen atom of methylenecyclopropanes. When R3 is a chloromethyl group, the pyrrolo[2,3-b]quinoline derivative is obtained by thermal-induced [3+2] cycloaddition of methylenecyclopropane to the methanediimine intermediate. An intramolecular oxycyanation of methylenecyclopropanes, which proceeds through oxidative cleavage of the N-CN bond and subsequent palladium transfer from N to O of the amide group, has been developed (see scheme). A range of substituted benzo[d][1,3]oxazines with the cyano functionality are readily furnished along with the pyrrolo[2,3-b]quinoline derivative by thermal-induced [3+2] cycloaddition of methylenecyclopropane with the methanediimine intermediate.

Visible-Light-Induced Trifluoromethylation of Isonitrile-Substituted Methylenecyclopropanes: Facile Access to 6-(Trifluoromethyl)-7,8-Dihydrobenzo[k]phenanthridine Derivatives

A new visible-light-induced trifluoromethylation of isonitrile-substituted methylenecyclopropanes is developed. A range of substituted 6-(trifluoromethyl)-7,8-dihydrobenzo[k]phenanthridine derivatives are readily furnished by this newly developed tandem r

Thermal induced intramolecular [2 + 2] cycloaddition of allene-ACPs

A facile synthetic method for preparation of bicyclo[4.2.0] nitrogen heterocycles has been developed via a thermal induced intramolecular [2 + 2] cycloaddition reaction of allene-ACPs. The DFT calculations indicate that this intramolecular cycloaddition proceeds in a concerted manner and a strained small ring is essential. The Royal Society of Chemistry 2013.