1127213-03-9

Upstream product

• 230-27-3 7,8-benzoquinoline 
• 1633-33-6 4-bromobenzoic anhydride 
• 5467-74-3 4-Bromophenylboronic acid 
• 183677-71-6 2-(4-bromophenyl)-5,5-dimethyl-1,3,2-dioxaborinane 
• 586-76-5 4-Bromobenzoic acid 
• 152583-10-3 10-bromobenzoquinoline 
• 1015758-32-3 ethyl benzo[h]quinoline-10-carboxylate 

Relevant academic research and scientific papers

Rhodium-catalyzed decarbonylation cross-coupling reactions of aromatic aldehydes and arylboronic acids via C–C bond activation directed by a guide group chelation

A rhodium-catalyzed decarbonylative cross-coupling reaction of benzoquinoline-10-carbaldehydes with arylboronic acids through chelation-assisted sp2 C–CHO bond activation has been developed. A variety of functional groups substituted phenylboronic acids or benzoquinoline-10-carbaldehydes are compatible with the reaction under the optimized reaction conditions, the corresponding 10-phenylbenzo[h]quinoline derivatives were obtained in moderate to good yields. The method affords a useful strategy for the synthesis of N-heterocyclic biaryl compounds via rhodium-catalyzed sp2 C–CHO bond activation.

Oxidatively Induced Reductive Elimination: Exploring the Scope and Catalyst Systems with Ir, Rh, and Ru Complexes

Direct conversion of C-H bonds into C-C bonds is a promising alternative to the conventional cross-coupling reactions, thus giving rise to a wide range of efficient catalytic C-H functionalization reactions. Among the elementary stages in the catalytic C-

Site-selective C-H/C-N activation by cooperative catalysis: Primary amides as arylating reagents in directed C-H arylation

Direct C-H arylation of nonacidic C(sp)-H bonds with primary amides as arylating reagents via highly chemoselective C-H/C-N/C-C cleavages has been accomplished for the first time. The key to the success is the cooperative combination of rhodium(I) catalys

Rhodium-catalyzed C-H functionalization with N-acylsaccharins

A rhodium-catalyzed C-H functionalization with activated amides by decarbonylation has been developed. Notably, this is the first C-H arylation employing N-acylsaccharins as coupling partners to give biaryls in good to excellent yields. The highlight of the work is the high tolerance of functional groups such as formyl, ester, and vinyl and the use of a removable directing group.

Triarylamine-substituted benzo[H]quinoline-derivatives as materials for electronic devices

The invention relates to a heteroaryl compound according to formula (I) and to the use thereof in electronic devices.

Efficient Approach to Construct Unsymmetrical Biaryls through Oxidative Coupling Reactions of Aromatic Primary Alcohols and Arylboronic Acids with a Rhodium Catalyst

Unsymmetrical biaryls were synthesized by oxidative coupling reactions between aromatic primary alcohols and arylboronic acids through the C-C bond cleavage of the primary alcohols chelated with a rhodium catalyst. The desired unsymmetrical biaryl products were obtained in good to excellent yields under the optimized reaction conditions. A wide variety of functionalities are compatible with the reaction under the optimized conditions. This new coupling strategy provides a favorable method to construct valuable biaryl compounds from aromatic primary alcohols which are cheap, environmentally friendly, and easily accessible substrates.

Rhodium-Catalyzed C-H Bond Functionalization with Amides by Double C-H/C-N Bond Activation

The first C-H bond functionalization with amides as the coupling partners via selective activation of the amide N-C bond using rhodium(I) catalysts under highly chemoselective conditions is reported. Notably, this report constitutes the first catalytic activation of the amide N-C(O) bond by rhodium. We expect that this concept will have broad implications for using amides as coupling partners for C-H activation beyond the work described herein. (Figure Presented).

Rhodium-catalyzed cross-coupling reactions of carboxylate and organoboron compounds via chelation-assisted C-C bond activation

A new rhodium-catalyzed decarbonylated coupling reaction of ethyl benzo[h]quinoline-10-carboxylate and organoboron compounds that occurs through chelation-assisted sp2 C-COOEt bond activation was described. In this system CuCl played a very important role, and a five-membered rhodacycle was also involved as a key intermediate. Various functionalities were compatible in the reaction, and the desired products were obtained in good to excellent yields. DFT calculations on the mechanisms of this reaction using a Rh(I) model catalyst have also been carried out.

Efficient Rh(I)-Catalyzed direct arylation and alkenylation of arene C-H bonds via decarbonylation of benzoic and cinnamic anhydrides

Efficient rhodium(I)-catalyzed regioselective direct arylation and alkenylation of aromatic C-H bonds has been realized with aromatic carboxylic and cinnamic anhydrides as the coupling partners via decarbonylation and C-H activation under phosphine-free c