104682-98-6

Upstream product

• 13146-23-1 copper(I) phenylacetylenide 
• 101010-05-3 C₁₇H₁₀F₆NO₅Tl 
• 13141-38-3 2-phenylethynylaniline 
• 98-88-4 benzoyl chloride 
• 35010-17-4 1-nitro-2-phenylethynyl-benzene 
• 1516899-07-2 N,N-dibenzyl-2-(phenylethynyl)aniline 
• 93-97-0 benzoic acid anhydride 
• 536-74-3 phenylacetylene 
• 615-43-0 2-iodophenylamine 
• 15310-02-8 o-iodobenzanilide 

Downstream Products

• 1267460-80-9 (Z)-4-benzylidene-2-phenyl-4H-benzo[d][1,3]oxazine 
• 1612876-10-4 (Z)-2-phenyl-4-(phenyl(phenylselanyl)methylene)-4H-benzo[d][1,3]oxazine 
• 1612876-04-6 C₂₇H₂₀N₂Se 
• 1612876-11-5 (Z)-2-phenyl-4-(phenyl(p-tolylphenylseleno)methylene)-4H-benzo[d][1,3]oxazine 
• 1612876-12-6 (Z)-4-((p-chlorophenylseleno)(phenyl)methylene)-2-phenyl-4H-benzo[d][1,3]oxazine 
• 1612876-13-7 (Z)-4-((p-fluorophenylseleno)(phenyl)methylene)-2-phenyl-4H-benzo[d][1,3]oxazine 
• 1612876-14-8 (Z)-4-((butylseleno)(phenyl)methylene)-2-phenyl-4H-benzo[d][1,3]oxazine 
• 1612876-29-5 C₂₇H₁₉NOTe 
• 1612876-03-5 C₂₇H₁₉NOSe 
• 99872-44-3 phenyl(3-phenyl-1H-indol-1-yl)methanone 
• 948-65-2 2-phenyl-indole 
• 26862-65-7 phenyl (2-phenyl-1H-indol-3-yl)methanone 

Relevant academic research and scientific papers

Regioselective Synthesis of 2° Amides Using Visible-Light-Induced Photoredox-Catalyzed Nonaqueous Oxidative C-N Cleavage of N, N-Dibenzylanilines

A visible-light-driven photoredox-catalyzed nonaqueous oxidative C-N cleavage of N,N-dibenzylanilines to 2° amides is reported. Further, we have applied this protocol on 2-(dibenzylamino)benzamide to afford quinazolinones with (NH4)2S2O8 as an additive. Mechanistic studies imply that the reaction might undergo in situ generation of α-amino radical to imine by C-N bond cleavage followed by the addition of superoxide ion to form amides.

PtCl4-catalyzed cyclization of N-acetyl-2-alkynylanilines: A mild and efficient synthesis of N-acetyl-2-substituted indoles

An efficient synthesis of N-acetyl-2-substituted indole derivatives via direct intramolecular hydroamination of N-acetyl-2-alkynylaniline derivatives was developed. The reaction could be applied to a wide range of substrates employing only 1–2 mol% of PtCl4 as the catalyst to furnish the desired indole products in moderate to excellent yields. The current protocol is efficient, reliable and scalable, and could serve as an important tool for convenient and rapid access to this important class of N-heterocyclic skeleton from readily available substrates.

Iron(III) chloride/diorganyl diselenides promoted regio-and stereoselective cyclization of ortho-alkynylanilides: Synthesis of (Z)-4-(chalcogen) methylenebenzoxazines

Intramolecular 6-exo-dig cyclization of ortho-alkynylanilides has been employed in a regioand stereoselective synthesis of (Z)-4-(chalcogen)- methylenebenzoxazines. Several reaction parameters were screened for the efficient cyclization of orthoalkynylani

Copper-catalyzed oxidative ring closure and carboarylation of 2-ethynylanilides

A new copper-catalyzed oxidative ring closure of ethynyl anilides with diaryliodonium salts was developed for the highly modular construction of benzoxazines bearing a fully substituted exo double bond. The oxidative transformation includes an unusual 6-exo-dig cyclization step with the formation of C-O and C-C bonds.

Silver-catalyzed cascade cyclization-stannylation of o-alkynylaniline derivatives with 2-tributylstannylfuran: An efficient synthesis of (3-indolyl)stannanes

A straightforward synthesis of (3-indolyl)stannanes through silver-catalyzed cyclization-stannylation of N-electron-withdrawing group-substituted o-alkynylanilines in the presence of 2-tributylstannylfuran is developed. This method offers several advantages such as no requirement of additional ligands, high efficiency and a wide reaction scope.

Cesium carbonate-promoted hydroamidation of alkynes: Enamides, indoles and the effect of iron(III) chloride

A series of enamide derivatives was prepared by a simple procedure for the hydroamidation of alkynes with amides and sulfonamides. The use of such a mild base as cesium carbonate promotes the latter transformation, and the addition of catalytic amounts of iron(III) chloride has a beneficial effect in the outcome of some of the presented hydroamidation reactions. A range of indoles was also synthesized from ortho-alkynylanilides by both complementary procedures, which proved to be useful for the construction of the indolo[1,2-c]quinazoline tetracyclic system from an ortho-(2-aminophenylalkynyl)anilide. Copyright

Iodine-catalyzed, stereo- and regioselective synthesis of 4-arylidine-4H-benzo[d][1,3]oxazines and their applications for the synthesis of quinazoline 3-oxides

4-Benzylidene-2-aryl-4H-benzo[d][1,3] oxazines have been synthesized with high stereoselectivity and regioselectivities from 2-alkynylbenzamides in the presence of a catalytic amount of I2. In the reaction mechanism, iodine plays a key role in

Palladium-catalyzed highly regio-and stereoselective synthesis of 4-alkylidene-4 H -3,1-benzoxazines from N -Acyl-o -alkynylanilines

The highly regio-and stereoselective 6-exo-dig mode cyclization of N-acyl-o-alkynylanilines producing 4-alkylidene-3,1-benzoxazines occurred unpredictably by use of a proper catalyst [Pd(OAc)2] and an effective additive (acetic acid) under suit

Multicatalytic one-pot reaction of 1-(2-alkynylphenyl)ketoximes for generation of indole derivatives

Multicatalytic one-pot Beckmann rearrangement/intramolecular cyclization/halogenation reaction of 1-(2-alkynylphenyl)ketoxime is reported, leading to the expected indole derivatives in good yield.

Et2Zn-catalyzed intramolecular hydroamination of alkynyl sulfonamides and the related tandem cyclization/addition reaction

(Chemical Equation Presented) Intramolecular hydroamination of alkynyl amides was effected by a catalytic amount of Et2Zn (20 mol %) to form indole derivatives, and a tandem cyclization/nucleophilic addition procedure involving reaction of the indole zinc salt intermediate with acid chlorides or halides was developed to provide an efficient approach to C3-substituted indole derivatives when an excess of Et2Zn (120 mol %) was used.