288254-64-8

Upstream product

• 931-49-7 1-ethenylcyclohexene 
• 615-43-0 2-iodophenylamine 
• 62-53-3 aniline 
• 17988-44-2 (cyclohex-1-en-1-ylethynyl)trimethylsilane 
• 17962-22-0 1-((trimethylsilyl)ethynyl)cyclohexanol 
• 108-94-1 cyclohexanone 

Downstream Products

• 78329-40-5 2-(cyclohex-1-en-1-yl)-1H-indole 
• 622396-97-8 3-phenyl-propynoic acid (2-cyclohex-1-enylethynyl-phenyl)-amide 
• 622396-98-9 propynoic acid (2-cyclohex-1-enylethynyl-phenyl)-amide 
• 855749-01-8 N-(2-(cyclohex-1-en-1-ylethynyl)phenyl)-4-methylbenzenesulfonamide 
• 1075174-07-0 (E)-3-cyclohex-1-enylmethylene-1,3-dihydroindol-2-one 
• 1103523-16-5 C₂₂H₂₅NO₂ 
• 910896-40-1 2-phenyl-1-tosyl-1H-pyrrolo[2,3-b]pyridine 
• 315179-80-7 2-[(1-cyclohexenyl)ethynyl]phenyl isocyanate 

Relevant academic research and scientific papers

Copper-Catalyzed Aerobic Oxidative Cyclization of 2-Alkynylanilines with Nitrosoarenes: Synthesis of Organic Solid Mechanoluminescence Compounds of 4-Oxo-4 H-cinnolin-2-ium-1-ide

An efficient Cu(I)/DMAP/air system for the one-pot synthesis of 4-oxo-4H-cinnolin-2-ium-1-ides, which are often difficult to prepare by traditional routes from substituted 2-alkynylanilines and nitrosoarenes, was developed. These 4-oxo-4H-cinnolin-2-ium-1-ides have practical applications as mechanoluminescent materials. Preliminary mechanistic experiments were performed, and a plausible mechanism for this tandem process is proposed. The use of an inexpensive copper catalyst and molecular oxygen as the oxygen source and the oxidant make this an attractive green protocol with potential synthetic applications.

Metal-free cascade boron–heteroatom addition and alkylation with diazo compounds

Transition metal-catalyzed carbene transfer reaction is one of the most notable advances for C?C bond formation reactionsduring the past decade, which has been widely employed in the preparation of C3-substituted indoles. Here, we described an efficient e

Nickel-catalyzed cyclization of 1,7-enynes for the selective synthesis of dihydrocyclobuta[c]quinolin-3-ones and benzo[b]azocin-2-ones

We herein described a nickel-catalyzed cyclization ofN-(o-ethynylaryl)acrylamides for the selective synthesis of dihydrocyclobuta[c]quinolin-3-ones and benzo[b]azocin-2-ones. The two varied products could be easily obtained by tuning the reaction temperature. This reaction features easy temperature-control, high efficiency, and gram-scale synthesis.

On water: iodine-mediated direct construction of 1,3-benzothiazines from ortho-alkynylanilines by regioselective 6-exo-dig cyclization

Herein, we report the 6-exo-dig ring closure of ortho-alkynylanilines with readily available aroyl isothiocyanate. An environmentally benign, metal- and base-free, iodine promoted cascade synthesis of highly functionalized (benzo[1,3]thiazin-2-yl)benzimid

Boron Trichloride-Mediated Synthesis of Indoles via the Aminoboration of Alkynes

We describe an efficient catalyst- and metal-free aminoboration of alkynes to 3-borylated indoles using one of the least expensive boron sources, BCl3. The major dichloro(indolyl)borane products can be used for the in situ construction of usefu

Heterobimetallic cobalt/rhodium nanoparticle-catalyzed carbonylative cycloaddition of 2-alkynylanilines to oxindoles

(Chemical Equation Presented) The cobalt-rhodium heterobimetallic nanoparticle-catalyzed synthesis of oxindoles from 2-alkynylanilines in the presence of carbon monoxide is described.

Simple indole synthesis by one-pot sonogashira coupling-NaOH-mediated cyclization

Coupling of o-iodoanilines with terminal alkynes under standard Sonogashira conditions, and further treatment with NaOH under conventional heating or microwave irradiation, afford 2-substituted indoles in usually high yields. Functionalities such as halides, nitro, and cyano groups are tolerated under the reaction conditions. Georg Thieme Verlag Stuttgart.

Coupling and cycloaddition of ynamides: Homo- and Negishi coupling of tosylynamides and intramolecular [4 + 2] cycloaddition of N-(o-ethynyl)phenyl ynamides and arylynamides

N,N′-aryl- and N,N′-alkyl-buta-1,3-diyne-1,4-ditosylamides have been synthesized for the first time, in good to excellent yields, by copper-catalyzed dimerization of the corresponding N-aryl or N-alkyl tosylynamides. Negishi coupling of N-ethynylzinc tosy

Synthesis of carbazoles from ynamides by intramolecular dehydro Diels-Alder reactions

(Chemical Equation Presented) A new approach to carbazoles and benzannulated carbazoles by means of intramolecular dehydro Diels-Alder reactions of ynamides is reported. By using this approach, carbazoles and benzo[b]-, tetrahydrobenzo[b]-, naphtho[1,2-b]

Synthesis of polyfunctional indoles and related heterocycles mediated by cesium and potassium bases

A general preparation of 2-substituted indoles starting from functionalized 2-alkynylanilines has been developed. This base mediated reaction has also been used to synthesize the heterocyclic core of the marine alkaloid hinckdentine A. Furthermore the reaction was successfully adapted to the solid phase. Benzofurans and isoindolones could also be prepared with this method.