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Treatment of beta-arylpropionitriles with aryllithiums, followed by the reaction with water and then with NIS under irradiation with a tungsten lamp gave 2-arylquinolines in good to moderate yields. The present reaction proceeds through the formation of N-iodoimines from imines with NIS, the generation of imino-nitrogen-centered radicals, and their cyclization onto the aromatic rings of the imines to form 2-aryl-3,4-dihydroquinolines. Finally, the oxidation of 2-aryl-3,4-dihydroquinolines with NIS proceeds smoothly to generate 2-arylquinolines.

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Benzofuran – Wikipedia,
Benzofuran | C8H3249O – PubChem

Discovery of 2-Bromobenzofuran

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Dibenzofuran derivative as high triplet energy host material for high efficiency in deep blue phosphorescent organic light-emitting diodes

A high efficiency deep blue phosphorescent organic light-emitting diodes was developed using an weak electron transport type high triplet energy host material with dibenzofuran and phosphine oxide units. The host material showed a high triplet energy of 3.01 eV and was effective as the host material for deep blue phosphorescent organic light-emitting diodes. The device performances could be optimized by managing the doping concentration of phosphorescent dopants and a high quantum efficiency of 25.9% with a color coordinate of (0.14, 0.22) was achieved.

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Catalytic Enantioselective Synthesis of Highly Functionalized Difluoromethylated Cyclopropanes

The first catalytic asymmetric synthesis of highly functionalized difluoromethylated cyclopropanes is described. The method, based on a rhodium-catalyzed cyclopropanation of difluoromethylated olefins, gives access to a broad range of cyclopropanes bearing ester, ketone, or nitro functional groups. By using Rh2((S)-BTPCP)4 as a catalyst, the corresponding products were obtained in high yields and high diastereo- and enantioselectivities (up 20:1 d.r. and 99 % ee). This methodology allowed preparation of enantioenriched difluoromethylcyclopropanes for the first time.

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Benzofuran – Wikipedia,
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Cu/Pd-catalyzed C-2-H arylation of quinazolin-4(3H)-ones with (hetero)aryl halides

The regiospecific C-2-H arylation of N-3-substituted quinazolin-4(3H)-ones with a wide range of aryl or (hetero)aryl halides under microwave irradiation was studied. A ligand-dependent palladium/copper bicatalytic system was developed and allowed direct cross-coupling with a variety of (hetero)aryl halides. This useful and scalable procedure promotes the construction of C(sp2)-C(sp2) bonds from arenes or (hetero)arenes and aryl or (hetero)aryl bromides and chlorides in a time-efficient strategy. The extension of the reaction to various N-3-substituted quinazolin-4(3H)-ones with iodobenzene as well as the scope and limitations of the method were also investigated. The regiospecific C-2-H arylation of N-3-substituted quinazolin-4(3H)-ones with a wide range of aryl or (hetero)aryl halides under microwave irradiation is studied.

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Synthesis of Bisheteroarylalkanes by Heteroarylboration: Development and Application of a Pyridylidene?Copper Complex

The development of pyridylidene-Cu-complexes and their application in Cu/Pd-catalyzed heteroarylboration of alkenylheteroarenes is reported. The significance of 1,1?-heteroarylalkanes as building blocks for drug discovery, as well as the straightforward and modular sequence to prepare the pyridylidene-Cu-complexes, makes this catalyst and it applications attractive for chemical synthesis. Furthermore, chiral variants of the pyridylidene-Cu-complexes have been prepared and utilized in the enantioselective arylboration of E-alkenes, further demonstrating the value and potential of this class of catalysts.

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Highly efficient copper/palladium-catalyzed tandem Ullman reaction/arylation of azoles via C-H activation: Synthesis of benzofuranyl and indolyl azoles from 2-(gem-dibromovinyl)phenols(anilines) with azoles

In this paper, a novel and highly efficient copper/palladium-catalyzed tandem intramolecular Ullman-type C-O(N) coupling reaction of 2-(gem-dibromovinyl)phenols(anilines) followed by an intermolecular arylation of azoles through C-H activation has been developed. In the presence of CuBr with Pd(PPh3)2Cl2 used as co-catalyst, and LiO tBu as a base, the one-pot reactions of 2-(gem-dibromovinyl)phenols and 2-(gem-dibromovinyl)anilines with a variety of azoles, including oxazoles, imidazoles, thiazoles, and oxadiazoles underwent smoothly in toluene at 100 C to generate the corresponding biheteroaryl products in high yields. A tentative mechanism of copper/palladium-catalyzed tandem reaction was described.

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Benzofuran – Wikipedia,
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Intermolecular Reductive Heck Reaction of Unactivated Aliphatic Alkenes with Organohalides

A general intermolecular reductive Heck reaction of organohalides with both terminal and internal unactivated aliphatic alkenes has been first realized in high yield with complete anti-Markovnikov selectivity. The challenging vinyl bromides, aryl chlorides, and polysubstituted internal alkenes were first applied. More than 100 remote carbofunctionalized alkyl carboxylic acid derivatives were rapidly synthesized from easily accessible starting materials. The synthesis of drug molecules has further demonstrated the wide synthetic utility of this scalable strategy. Preliminary mechanistic studies are consistent with the proposed catalytic cycle.

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Discloses a novel compound capable of improving the luminous efficiency, stability and lifetime of an element, and an organic electronic element. or an electronic device using the same. (by machine translation)

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Palladium-mediated 11C-carbonylations using aryl halides and cyanamide

A robust and high-yielding radiochemical synthesis of 11C-N-cyanobenzamides using a palladium-mediated aminocarbonylation with 11C-CO, aryl halides and cyanamide is described. The bidentate ligand 1,1?-bis(diphenylphosphino)ferrocene provided 11C-N-cyanobenzamides from aryl-iodides, bromides, triflates and even chlorides in 28-79% radiochemical yield after semi-preparative HPLC. To further highlight the utility of this method, novel 11C-N-cyanobenzamide analogs of flufenamic acid, meflanamic acid, dazoxiben and tamibarotene were synthesized in 34-71% radiochemical yields.

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Benzofuran – Wikipedia,
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Recent Advances in the Synthesis of Benzo[b]furans

Benzofuran itself is an oily chemical compound, extracted from coal tar, which is converted into a synthetic resin, used in different industries. Several derivatives of benzofuran occur naturally in some plants and are the scaffold in several natural products. However, most of them are synthesized via different synthetic routes. In this chapter, we try to highlight the recent advances in the synthetic approaches to this important heterocyclic system and wide variety of its derivatives.

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Benzofuran – Wikipedia,
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