83515-06-4 (5-溴-2-苯基-1H-吲哚,5-Bromo-2-phenyl-1H-indole)

反应条件：

1.1 Reagents: Potassium tert-butoxide Catalysts: Copper sulfate Solvents: 1,4-Dioxane ; 24 h, 90 °C
1.2 Reagents: Trifluoroacetic acid , 2-Mercaptobenzoic acid ; 12 h, 30 °C

参考文献：

Copper-catalyzed oxidative benzylic C-H cyclization via iminyl radical from intermolecular anion-radical redox relay

Shan, Xiang-Huan; et al, Nature Communications, 2019, 10(1), 1-9

合成路线：1 步

125231-24-5

_93%

反应条件：

1.1 Reagents: Tetrabutylammonium bromide , Oxygen Catalysts: Palladium diacetate Solvents: Dimethyl sulfoxide ; 24 h, 1 atm, 60 °C

参考文献：

Palladium-Catalyzed Aerobic Oxidative Cyclization of N-Aryl Imines: Indole Synthesis from Anilines and Ketones

Wei, Ye; et al, Journal of the American Chemical Society, 2012, 134(22), 9098-9101

合成路线：1 步

125231-24-5

_36%

反应条件：

1.1 Reagents: Cupric acetate Catalysts: Palladium diacetate Solvents: Dimethyl sulfoxide ; 48 h, 40 °C

参考文献：

Bimetallic Catalyzed Synthesis of 2-Arylindoles

Ferro, Rita; et al, Synthesis, 2023, 55(21), 3625-3631

合成路线：1 步

80070-91-3

_93%

反应条件：

1.1 Reagents: Tetrabutylammonium bromide , Oxygen Catalysts: Palladium diacetate Solvents: Dimethyl sulfoxide ; 24 h, 60 °C

参考文献：

Rh(III)-catalyzed regioselective C-H activation dialkenylation/annulation cascade for rapid access to 6H-isoindolo[2,1-a]indole

Zhang, Fangming; et al, RSC Advances, 2021, 11(41), 25194-25198

合成路线：1 步

1657049-36-9

_92%

反应条件：

1.1 Catalysts: Tris(2,2′-bipyridyl)ruthenium(II) chloride Solvents: Dimethylformamide ; 24 h, rt

参考文献：

Synthesis of 2-Substituted Indoles through Visible Light-Induced Photocatalytic Cyclizations of Styryl Azides

Xia, Xu-Dong; et al, Advanced Synthesis & Catalysis, 2014, 356(13), 2807-2812

合成路线：1 步

1352951-29-1

536-74-3

_89%

反应条件：

1.1 Reagents: Triethylamine , Tricyclohexylphosphine Catalysts: Palladium diacetate , Cuprous iodide Solvents: Dimethylformamide ; 1.5 h, 110 °C

参考文献：

A mild approach for the synthesis of indoles from N-(2-iodo-aryl)formamides and phenylacetylene by a copper(I)- and palladium-catalyzed cascade process

Ahmed, Atiur; et al, Synlett, 2014, 25(17), 2455-2458

合成路线：1 步

1240045-42-4

_88%

反应条件：

1.1 Reagents: Tripotassium phosphate Catalysts: Palladium diacetate Solvents: Methanol ; 40 °C

参考文献：

Microwave irradiated synthesis of 2-bromo(chloro)indoles via intramolecular cyclization of 2-(gem-dibromo(chloro)vinyl)anilines in the presence of TBAF under metal-free conditions

Wang, Min; et al, RSC Advances, 2014, 4(51), 26918-26923

合成路线：1 步

1997291-66-3

_84%

反应条件：

1.1 Reagents: Trifluoromethanesulfonic acid , Potassium fluoride Catalysts: 5,5′-Dimethyl-2,2′-bipyridine , Palladium diacetate Solvents: Tetrahydrofuran , Water ; 48 h, 80 °C

参考文献：

The Development of a Palladium-Catalyzed Tandem Addition/Cyclization for the Construction of Indole Skeletons

Yu, Shuling; et al, Journal of Organic Chemistry, 2017, 82(7), 3631-3638

合成路线：1 步

878133-05-2

637-44-5

_86%

反应条件：

1.1 Reagents: Potassium carbonate Catalysts: L-Proline , Copper bromide (CuBr) Solvents: Dimethyl sulfoxide ; 3 h, 100 °C

参考文献：

Copper catalyzed domino decarboxylative cross coupling-cyclisation reactions: synthesis of 2-arylindoles

Ponpandian, Thanasekaran; et al, Tetrahedron Letters, 2012, 53(32), 4248-4252

合成路线：1 步

_85%

反应条件：

1.1 Catalysts: Palladium (palladium supported on aminopropyl-functionalized mesocellular foam (P…) Solvents: Water ; 15 h, 40 °C

参考文献：

C-2 Selective Arylation of Indoles with Heterogeneous Nanopalladium and Diaryliodonium Salts

Malmgren, Joel; et al, Chemistry - A European Journal, 2014, 20(42), 13531-13535

合成路线：1 步

_74%

反应条件：

1.1 Catalysts: Bis(acetato-κO)[1,3-dihydro-1,3-bis(2,4,6-trimethylphenyl)-2H-imidazol-2-ylidene… Solvents: Acetic acid ; 5 min, 25 °C
1.2 15 h, 60 °C

参考文献：

Room Temperature Palladium-Catalyzed 2-Arylation of Indoles

Deprez, Nicholas R.; et al, Journal of the American Chemical Society, 2006, 128(15), 4972-4973

合成路线：1 步

116632-39-4

100-47-0

_84%

反应条件：

1.1 Reagents: Potassium tert-butoxide Catalysts: Copper sulfate Solvents: Octane ; 27 h, 60 °C

参考文献：

Copper-catalyzed oxidative benzylic C-H cyclization via iminyl radical from intermolecular anion-radical redox relay

Shan, Xiang-Huan; et al, Nature Communications, 2019, 10(1), 1-9

合成路线：1 步

66416-72-6

536-74-3

_84%

反应条件：

1.1 Reagents: Diethylamine Catalysts: Cuprous iodide , Dichlorobis(triphenylphosphine)palladium Solvents: Dimethylacetamide ; rt
1.2 Reagents: Sodium hydroxide Solvents: Dimethylacetamide ; 140 °C

参考文献：

Structure-activity relationships and docking studies of synthetic 2-arylindole derivatives determined with aromatase and quinone reductase 1

Prior, Allan M.; et al, Bioorganic & Medicinal Chemistry Letters, 2017, 27(24), 5393-5399

合成路线：1 步

66416-72-6

536-74-3

_83%

反应条件：

1.1 Reagents: Diethylamine Catalysts: Cuprous iodide , Dichlorobis(triphenylphosphine)palladium Solvents: Dimethylacetamide ; 1 h, rt
1.2 Reagents: Sodium hydroxide Solvents: Dimethylacetamide ; rt → 140 °C; > 1 h, 140 °C

参考文献：

Synthesis of 2-arylindole derivatives and evaluation as nitric oxide synthase and NFκB inhibitors

Yu, Xufen; et al, Organic & Biomolecular Chemistry, 2012, 10(44), 8835-8847

合成路线：1 步

665033-14-7

_83%

反应条件：

1.1 Catalysts: Acetic acid, 2,2,2-trifluoro-, copper(2+) salt, hydrate (2:1:?) Solvents: 1,2-Dichloroethane ; 4 h, reflux

参考文献：

Development of an efficient procedure for indole ring synthesis from 2-ethynylaniline derivatives catalyzed by Cu(II) salts and its application to natural product synthesis

Hiroya, Kou; et al, Journal of Organic Chemistry, 2004, 69(4), 1126-1136

合成路线：1 步

665033-14-7

反应条件：

1.1 Catalysts: Palladium chloride , Iron chloride (FeCl3) Solvents: 1,2-Dichloroethane ; 4 h, 80 °C

参考文献：

NBS-induced intramolecular annulation reactions for the divergent synthesis of fused- and spirocyclic indolines

Luo, Xian; et al, Chemical Communications (Cambridge, 2023, 59(43), 6576-6579

合成路线：1 步

665033-14-7

反应条件：

1.1 Catalysts: Palladium chloride Solvents: Acetonitrile ; overnight, 80 °C

参考文献：

Copper-Catalyzed Enantioselective C-H Arylation between 2-Arylindoles and Hypervalent Iodine Reagents

Liang, Hao; et al, Organic Letters, 2021, 23(23), 9246-9250

合成路线：1 步

_82%

反应条件：

1.1 Reagents: Oxygen Catalysts: Palladium diacetate Solvents: Acetic acid ; 8 h, 1 atm, rt

参考文献：

Multi-site cyclization via initial C-H activation using a rhodium(III) catalyst: rapid assembly of frameworks containing indoles and indolines

Huang, Ji-Rong; et al, Chemical Communications (Cambridge, 2015, 51(14), 2844-2847

合成路线：1 步

_66%

反应条件：

1.1 Reagents: Silver trifluoroacetate Catalysts: Palladium Solvents: Methanol , Water ; 12 h, 50 °C

参考文献：

Pd(0)-embedded-lignocellulosic nanomaterials: A bio-tailored reusable catalyst for selective C2-H arylation of free N-H indoles

Bhattacharjee, Prantika; et al, Sustainable Chemistry and Pharmacy, 2023, 33,

合成路线：1 步

反应条件：

1.1 Reagents: Oxygen Catalysts: Palladium diacetate Solvents: Acetic acid ; 16 h, rt

参考文献：

O2-Mediated Te(II)-Redox Catalysis for the Cross-Dehydrogenative Coupling of Indoles

Cremer, Christopher ; et al, JACS Au, 2022, 2(6), 1318-1323

合成路线：1 步

35082-17-8

_82%

反应条件：

1.1 1 h, 110 °C
1.2 Solvents: Water ; 0 °C

参考文献：

New Indole Tubulin Assembly Inhibitors Cause Stable Arrest of Mitotic Progression, Enhanced Stimulation of Natural Killer Cell Cytotoxic Activity, and Repression of Hedgehog-Dependent Cancer

La Regina, Giuseppe; et al, Journal of Medicinal Chemistry, 2015, 58(15), 5789-5807

合成路线：1 步

35082-17-8

反应条件：

1.1 120 °C; 120 °C → rt
1.2 Solvents: Water ; cooled

参考文献：

Acid-catalyzed cleavage of C-C bonds enables atropaldehyde acetals as masked C2 electrophiles for organic synthesis

Chen, Shaomin; et al, Chemical Communications (Cambridge, 2021, 57(80), 10431-10434

合成路线：1 步

589-21-9

98-86-2

_80%

反应条件：

1.1 Reagents: Acetic acid Solvents: Ethanol ; 100 °C; 100 °C → rt
1.2 Reagents: Phosphoric acid ; 120 °C; 120 °C → rt
1.3 Reagents: Water ; cooled

参考文献：

Through-Space 1,4-Palladium Migration and 1,2-Aryl Shift: Direct Access to Dibenzo[a,c]carbazoles through a Triple C-H Functionalization Cascade

Bhunia, Samir Kumar; et al, Chemistry - A European Journal, 2015, 21(47), 16786-16791

合成路线：1 步

589-21-9

98-86-2

_46%

反应条件：

1.1 Reagents: Acetic acid Solvents: Ethanol ; 100 °C; 100 °C → rt
1.2 Reagents: Phosphoric acid ; 120 °C; 120 °C → rt
1.3 Solvents: Water ; rt

参考文献：

Chiral Bronsted Acid from Chiral Phosphoric Acid Boron Complex and Water: Asymmetric Reduction of Indoles

Yang, Kai; et al, Angewandte Chemie, 2020, 59(8), 3294-3299

合成路线：1 步

591-50-4

_78%

反应条件：

1.1 Reagents: Potassium carbonate Catalysts: Norbornene , Palladium, bis(acetonitrile)dichloro- Solvents: Dimethylacetamide , Water ; 70 °C

参考文献：

Palladium-catalyzed direct C2-arylation of free (N-H) indoles via norbornene-mediated regioselective C-H activation

Gao, Yadong; et al, Tetrahedron Letters, 2017, 58(23), 2213-2216

合成路线：1 步

591-50-4

_76%