265671-00-9

Upstream product

• 615-43-0 2-iodophenylamine 
• 109-89-7 diethylamine 

Downstream Products

• 253-66-7 Cinnoline 
• 1404166-00-2 C₂₃H₂₈N₆ 
• 460720-99-4 3,3-diethyl-1-(2-[(4-trimethylsilyl)buta-1,3-diynyl]phenyl)triazene 
• 1313886-34-8 ethyl 4-phenylcinnoline-3-carboxylate 
• 10604-31-6 ethyl 3-phenylcinnoline-4-carboxylate 
• 47193-42-0 3,4-diphenylcinnoline 
• 1313886-29-1 1-{4-[3-(4-ccetylphenyl)cinnolin-4-yl]phenyl}ethan-1-one 
• 1313886-31-5 3,4-bis(4-methoxyphenyl)cinnoline 
• 1313886-28-0 3,4-bis(4-chlorophenyl)cinnoline 
• 1313886-33-7 4-phenylcinnoline-3-carbaldehyde 
• 1313886-30-4 3,4-bis(4-methylphenyl)cinnoline 
• 1313886-35-9 3-butyl-4-phenylcinnoline 
• 1313886-36-0 4-butyl-3-phenylcinnoline 
• 21039-71-4 3-methyl-4-phenylcinnoline 

Relevant academic research and scientific papers

One-pot homo- and cross-coupling of diazanaphthalenes via C-H substitution: Synthesis of Bis- and Tris-diazanaphthalenes

The transition metal-free coupling reactions of unactivated diazanaphthalenes were studied using only lithium tetramethylpiperidine (LiTMP) reagent. Symmetrical and nonsymmetrical bis-diazanaphthalenes were synthesized in moderate to high yield by homo- and cross-coupling of related monomers. In addition, the single-step synthesis of diquinoxalino [2,3-a: 2', 3'c] phenazine and 2,2': 3', 2″ - terquinoxaline using the appropriate equivalent amount of LiTMP was performed. The products were characterized by means of NMR spectroscopy and HRMS spectrometry.

Synthesis and reactivity of cinnoline-fused cyclic enediyne

A short and efficient synthesis of cinnoline-fused cyclic enediyne is reported. Richter cyclization of o-(1,3-butadiynyl)phenyltriazene produced 3-alkynyl-4-bromocinnoline. The Sonogashira coupling of the latter with 5-hexyn-1-ol was employed for the intr

An open-and-shut strategy: Preparation of benzo-fused indanes by ring-opening of a vinylogous acyl triflate and metal-catalyzed Asao-Yamamoto benzannulation

A two-step strategy for the synthesis of benzo-fused indanes is outlined herein. The strategy draws on two independent methodologies: the tandem addition/fragmentation of vinylogous acyl triflates (VATs) and the intramolecular benzannulation of o-alkynylp

Efficient synthesis of a complete donor/acceptor bis(aryl)diyne family

A facile route to a family of bis(aryl)diynes containing both an electron donating pyridine ring and an electron accepting iodobenzene has been developed. The convergent synthesis involves the coupling of 2-, 3-, or 4-bromopyridine with TMS-acetylene, followed by deprotection to form the first half of the molecule. Similarly, 2-, 3-, or 4-iodoaniline was coupled to TMS-acetylene after protection of the amine group as a diethyltriazine. After conversion of the triazine to an iodine, deprotection of the acetylene and formation of the corresponding bromophenyl-acetylene, the two halves of the molecule were coupled under Cadiot-Chodkiewicz conditions. Nine new compounds were prepared, each of which was found to thermally polymerize from the melt. None of the compounds underwent photochemical polymerization in the solid-state.

Carbon networks based on dehydrobenzoannulenes. 3. Synthesis of graphyne substructures

(equation presented) This Letter describes the synthesis of the first macrobicyclic subunits of the hypothetical all-carbon network graphyne. Key to synthetic success is an intramolecular Sonogashira cross-coupling sequence.

It takes alkynes to make a world - New methods for dehydrobenzoannulene synthesis

Recent advances in the assembly of dehydrobenzoannulenes (DBAs) are the subject of this account. Using in situ generated acetylenic intermediates, novel α,ω-polyynes can be easily constructed using Pd-catalyzed alkynylation methodology. Subsequent cyclization via intra- and intermolecular Cu-mediated reactions can provide a wide variety of DBAs, including heretofore inaccessible topologies, systems with an unprecedented number of acetylenic linkages, structures with derivatized aromatic rings, and unusual organometallic species.