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Upstream product

• 1449517-02-5 C₁₇H₁₅BrN₂ 
• 357190-46-6 1-(3,4-dimethylphenyl)-1H-tetrazole 
• 932-87-6 1-Bromo-2-phenylacetylene 
• 1126897-62-8 5,6-dimethyl-1-{4-(trifluoromethyl)benzoyl}benzotriazole 
• 536-74-3 phenylacetylene 
• 104683-01-4 N-(4,5-Dimethyl-2-phenylethynyl-phenyl)-acetamide 
• 104683-05-8 1-(5,6-Dimethyl-2-phenyl-indol-1-yl)-ethanone 
• 98-86-2 acetophenone 
• 13636-53-8 3,4-dimethylphenylhydrazine 
• 875930-14-6 4,5-dimethyl-2-(phenylethynyl)aniline 

Downstream Products

• 1452185-06-6 6,7-dimethyl-2-phenyl-4H-benzo[d][1,3]oxazin-4-one 

Relevant academic research and scientific papers

Regioselective Synthesis of 2-Substituted Indoles from Benzotriazoles and Alkynes by Photoinitiated Denitrogenation

Herein, we describe a photoinitiated and regioselective synthesis of 2-substituted indoles under mild reaction conditions. This biologically privileged scaffold was accessed in good yields from N-aroylbenzotriazoles, a quencher class previously identified using our mechanism-based luminescence screening, and terminal alkynes in the presence of a photocatalyst and blue light irradiation. This straightforward protocol displays a broad substrate scope and functional group tolerance. Furthermore, the mildness and robustness of the reaction were assessed by the application of an additive-based robustness screen. The determination of the reaction quantum yield and Stern-Volmer studies support the proposed photoinitiated radical chain mechanism.

INDOLE DERIVATIVE OR PHARMACEUTICALLY ACCEPTABLE SALT THEREOF

PROBLEM TO BE SOLVED: To provide a compound having EP1 receptor antagonism, a pharmaceutically acceptable salt thereof, a pharmaceutical composition containing the same and a medical use thereof. SOLUTION: There is provided a compound having EP1 receptor antagonism and represented by the general formula (I), where A is a pyridine ring or the like, Y1 is a C1-6 alkylene group or the like, Y2 is a single bond or the like, R1 is a hydrogen atom or the like, R2 is a C3-6 cycloalkylene group with a ring substituted by a C1-6 alkyl group or the like, R3 is a carboxyl group or the like, R4 is a hydrogen atom, R5 is a hydrogen atom or the like, R6 is a C1-6 alkyl group or the like and R7 represents a hydrogen atom or the like, or a pharmaceutically acceptable salt thereof. The compound (I) can further used as a therapeutic agent or prophylactic agent for various symptoms of LUTS, especially OABs. COPYRIGHT: (C)2015,JPOandINPIT

Oxidation of 2-arylindoles for synthesis of 2-arylbenzoxazinones with oxone as the sole oxidant

A novel and efficient method for the oxidation of 2-arylindoles to synthesize 2-arylbenzoxazinones utilizing oxone as the sole oxidant has been developed. The reaction tolerates a wide range of functional groups and allows quick and atom-economical assembly of a variety of valuable 2-arylbenzoxazinones in high yields.

The sequential reactions of tetrazoles with bromoalkynes for the synthesis of (Z)-N-(2-bromo-1-vinyl)-N-arylcyanamides and 2-arylindoles

2-Arylindoles were prepared by a sequential reaction of Ag-catalyzed α-addition-Pd-catalyzed C-H bond functionalization of tetrazoles with bromoalkynes. A stereocontrolled Ag-catalyzed α-addition reaction of tetrazoles with bromoalkynes underwent smoothly to generate (Z)-N-(2-bromo-1- vinyl)-N-arylcyanamides, which were subsequently converted into 2-arylindoles through an intramolecular cyclization by Pd-catalyzed direct C-H bond functionalizations.

InBr3-promoted divergent approach to polysubstituted indoles and quinolines from 2-ethynylanilines: Switch from an intramolecular cyclization to an intermolecular dimerization by a type of terminal substituent group

(Chemical Equation Presented) Use of a 2-ethynylaniline having an alkyl or aryl group on the terminal alkyne selectively produced a variety of polyfunctionalized indole derivatives in moderate to excellent yields via indium-catalyzed intramolecular cyclization of the corresponding alkynylaniline. In contrast, employment of a substrate with a trimethylsilyl group or with no substituent group on the terminal triple bond, exclusively afforded polysubstituted quinoline derivatives in good yields via indium-promoted intermolecular dimerization of the ethynylaniline. This indium catalytic system successfully accommodated the intramolecular cyclization of other arylalkyne skeletons involving a carboxylic acid and an amide group.

InBr3-catalyzed intramolecular cyclization of 2-alkynylanilines leading to polysubstituted indole and its application to one-pot synthesis of an amino acid precursor

We describe InBr3-catalyzed cyclization of 2-alkynylaniline derivatives having a variety of functional groups producing polysubstituted indoles. This methodology could be applied to the one-pot synthesis of an amino acid precursor by the addition of a catalytic amount of the indium salt, an imine, and TMSCl.

THALLIUM IN ORGANIC SYNTHESIS. 68. A CONVENIENT SYNTHESIS OF 2-PHENYLINDOLES FROM ANILIDES

Thallation of anilides with TTFA in a mixture of TFA and ether gives ortho-thallated derivatives, which yield 2-acetamidotolanes upon reaction with copper (I) phenylacetylide in acetonitrile.Treatment of the latter compounds with palladium(II) chloride results in ring closure to give 1-acyl-2-phenylindoles, from which 2-phenylindoles are obtained by alkaline hidrolysis.