83536-13-4 (diethyl4,4&#x27;-(ethyne-1,2-diyl)dibenzoate,Bis[4-(ethoxycarbonyl)phenyl]ethyne)

10602-03-6

_90%

反应条件：

1.1 Reagents: Triethylamine Catalysts: Cuprous iodide , Dichlorobis(triphenylphosphine)palladium Solvents: Tetrahydrofuran ; 25 °C

参考文献：

Iodonium Cation-Pool Electrolysis for the Three-Component Synthesis of 1,3-Oxazoles

Sattler, Lars E.; et al, Chemistry - A European Journal, 2021, 27(2), 605-608

合成路线：1 步

10602-03-6

_45%

反应条件：

1.1 Catalysts: Cuprous iodide , Dichlorobis(triphenylphosphine)palladium Solvents: Tetrahydrofuran ; rt → 0 °C
1.2 Reagents: Triethylamine ; 0 °C → rt; overnight, rt
1.3 Reagents: Ammonium chloride Solvents: Water

参考文献：

Nickel-Catalyzed Cyanation of Aryl Halides and Hydrocyanation of Alkynes via C-CN Bond Cleavage and Cyano Transfer

Chen, Hui; et al, ACS Catalysis, 2020, 10(2), 1397-1405

合成路线：1 步

10602-03-6

反应条件：

1.1 Reagents: Triethylamine Catalysts: Cuprous iodide , Tetrakis(triphenylphosphine)palladium Solvents: Dimethylformamide ; rt → 80 °C
1.2 10 h, 80 °C

参考文献：

Ruthenium(II)-catalyzed intermolecular annulation of alkenyl sulfonamides with alkynes: access to bicyclic sultams

Qian, Lei-Lei; et al, Chemical Communications (Cambridge, 2020, 56(17), 2614-2617

合成路线：1 步

2241326-61-2

_88%

反应条件：

1.1 Catalysts: Bis(dibenzylideneacetone)palladium , 1,1′-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis[1,1-diphenylphosphine] Solvents: Dimethyl sulfoxide ; 12 h, 25 °C
1.2 Reagents: Ammonium chloride Solvents: Water ; 25 °C

参考文献：

Preparation and Reactions of Mono- and Bis-Pivaloyloxyzinc Acetylides

Tuellmann, Carl Phillip; et al, Organic Letters, 2018, 20(15), 4601-4605

合成路线：1 步

75-20-7

_86%

反应条件：

1.1 Reagents: Triethylamine Catalysts: Cuprous iodide , Tetrakis(triphenylphosphine)palladium Solvents: Dimethylformamide
1.2 Solvents: Water ; 24 h, 65 °C

参考文献：

Surface enriched palladium on palladium-copper bimetallic nanoparticles as catalyst for polycyclic triazoles synthesis

Saha, Rajib; et al, Journal of Catalysis, 2019, 377, 673-683

合成路线：1 步

75-20-7

_82%

反应条件：

1.1 Reagents: Triethylamine , Water Catalysts: Triphenylphosphine , Palladium diacetate , Cuprous iodide Solvents: Acetonitrile ; 12 h, 40 °C

参考文献：

Synthesis of β-iodovinyl sulfones via direct photoinitiated difunctionalization of internal alkynes

Abramov, Vladimir A.; et al, Organic & Biomolecular Chemistry, 2023, 21(18), 3844-3849

合成路线：1 步

75-20-7

反应条件：

1.1 Catalysts: Triphenylphosphine , Palladium diacetate , Cuprous iodide Solvents: Acetonitrile ; 20 min, rt
1.2 Reagents: Triethylamine ; overnight, rt

参考文献：

Rh(III)-Catalyzed Weakly Coordinating 2-Pyridone-Directed Oxidative Annulation Using Internal Alkynes: A Reversal in Selectivity

Bera, Satabdi; et al, Organic Letters, 2022, 24(46), 8470-8475

合成路线：1 步

74-86-2

_86%

反应条件：

1.1 Reagents: Piperidine Catalysts: Triphenylphosphine , Dichlorobis(triphenylphosphine)palladium Solvents: Acetonitrile

参考文献：

Preparation of diphenylacetylenes by palladium-catalyzed coupling reaction of bromobenzene with acetylene

, Germany, , ,

合成路线：1 步

_72%

反应条件：

1.1 Reagents: 1,8-Diazabicyclo[5.4.0]undec-7-ene , Water Catalysts: Cuprous iodide , Dichlorobis(triphenylphosphine)palladium Solvents: Toluene ; 18 h, 60 °C

参考文献：

Pyrrole Synthesis via Allylic sp3 C-H Activation of Enamines Followed by Intermolecular Coupling with Unactivated Alkynes

Rakshit, Souvik; et al, Journal of the American Chemical Society, 2010, 132(28), 9585-9587

合成路线：1 步

反应条件：

1.1 Reagents: 1,8-Diazabicyclo[5.4.0]undec-7-ene , Water Catalysts: Cuprous iodide , Dichlorobis(triphenylphosphine)palladium Solvents: Toluene ; 18 h, rt

参考文献：

Palladium(II)-Catalyzed [2+2+1] Annulation of Alkynes and Hydroxylamines: A Rodox-Neutral Approach to Fully Substituted Pyrroles

Bai, Jiaxing; et al, Organic Letters, 2022, 24(28), 5099-5104

合成路线：1 步

反应条件：

1.1 Reagents: 1,8-Diazabicyclo[5.4.0]undec-7-ene Catalysts: Cuprous iodide , Dichlorobis(triphenylphosphine)palladium Solvents: Toluene , Water ; 18 h, rt

参考文献：

Asymmetric Dearomatization of Indole by Palladium/PC-Phos-Catalyzed Dynamic Kinetic Transformation

Chu, Haoke; et al, Angewandte Chemie, 2020, 59(49), 21991-21996

合成路线：1 步

471-25-0

_72%

反应条件：

1.1 Reagents: 1,8-Diazabicyclo[5.4.0]undec-7-ene Catalysts: 1,4-Bis(diphenylphosphino)butane , Dichlorobis(triphenylphosphine)palladium Solvents: Dimethyl sulfoxide ; 16 h, 80 °C; 80 °C → 25 °C
1.2 Reagents: Water Solvents: Ethyl acetate

参考文献：

Synthesis of Bidentate Nitrogen Ligands by Rh-Catalyzed C-H Annulation and Their Application to Pd-Catalyzed Aerobic C-H Alkenylation

Kim, Hyun Tae; et al, Organic Letters, 2021, 23(9), 3657-3662

合成路线：1 步

131379-16-3

59507-56-1

_67%

反应条件：

1.1 Catalysts: Palladium diacetate , Bis[2-(diphenylphosphino)phenyl] ether Solvents: Tetrahydrofuran

参考文献：

Sulfoxide-controlled functionalization of arenes and heterocycles transition metal-catalyzed cross-coupling reactions of thioethers chlorine-zinc exchange reactions

Melzig, Laurin, 2011, , ,

合成路线：1 步

59507-56-1

915298-57-6

_67%

反应条件：

1.1 Catalysts: Palladium diacetate , Bis[2-(diphenylphosphino)phenyl] ether Solvents: Tetrahydrofuran ; 10 min, 25 °C
1.2 25 °C; 12 h, 50 °C
1.3 Reagents: Potassium carbonate Solvents: Water ; 50 °C

参考文献：

Pd- and Ni-Catalyzed Cross-Coupling Reactions of Functionalized Organozinc Reagents with Unsaturated Thioethers

Melzig, Laurin; et al, Chemistry - A European Journal, 2011, 17(10), 2948-2956

合成路线：1 步

172508-27-9

_53%

反应条件：

1.1 Reagents: Titanium isopropoxide Catalysts: Molybdenum hexacarbonyl Solvents: 4-Chlorophenol

参考文献：

Alkyne metathesis with simple catalyst systems: high yield dimerization of propynylated aromatics; scope and limitations

Pschirer, Neil Gregory; et al, Tetrahedron Letters, 1999, 40(13), 2481-2484

合成路线：1 步

_46%

反应条件：

1.1 Reagents: 1,8-Diazabicyclo[5.4.0]undec-7-ene Catalysts: Cuprous iodide , Dichlorobis(triphenylphosphine)palladium Solvents: Toluene , Water ; 5 - 10 min, rt
1.2 18 h, 80 °C

参考文献：

Palladium-Catalyzed [5 + 2] Rollover Annulation of 1-Benzylpyrazoles with Alkynes: A Direct Entry to Tricyclic 2-Benzazepines

Suarez-Lustres, Alejandro; et al, Organic Letters, 2023, 25(5), 794-799

合成路线：1 步

74-86-2

_44%

反应条件：

1.1 Reagents: Diisopropylamine Catalysts: Cuprous iodide , Dichlorobis(triphenylphosphine)palladium Solvents: Diisopropylamine , Tetrahydrofuran ; overnight, rt

参考文献：

Synthesis of 3,7-Disubstituted Imipramines by Palladium-Catalysed Amination/Cyclisation and Evaluation of Their Inhibition of Monoamine Transporters

Christensen, Helle; et al, Chemistry - A European Journal, 2011, 17(38), 10618-10627

合成路线：1 步

471-25-0

反应条件：

1.1 Reagents: 1,8-Diazabicyclo[5.4.0]undec-7-ene Catalysts: Triphenylphosphine , Dichlorobis(triphenylphosphine)palladium Solvents: Dimethyl sulfoxide ; 3 h, 80 °C

参考文献：

NiH-Catalyzed Hydroamination/Cyclization Cascade: Rapid Access to Quinolines

Gao, Yang ; et al, ACS Catalysis, 2021, 11(13), 7772-7779

合成路线：2 步

1066-26-8

556-64-9

反应条件：

1.1 Solvents: Tetrahydrofuran , Xylene ; 0 °C; 1 h, rt
1.2 Reagents: Potassium carbonate Solvents: Water ; rt
2.1 Catalysts: Palladium diacetate , Bis[2-(diphenylphosphino)phenyl] ether Solvents: Tetrahydrofuran ; 10 min, 25 °C
2.2 25 °C; 12 h, 50 °C
2.3 Reagents: Potassium carbonate Solvents: Water ; 50 °C

参考文献：

Pd- and Ni-Catalyzed Cross-Coupling Reactions of Functionalized Organozinc Reagents with Unsaturated Thioethers

Melzig, Laurin; et al, Chemistry - A European Journal, 2011, 17(10), 2948-2956

合成路线：2 步

4301-14-8

123133-75-5

反应条件：

1.1 Solvents: Tetrahydrofuran ; rt → 40 °C; 12 h, 40 °C; 40 °C → -20 °C
1.2 Reagents: Zinc chloride Solvents: Tetrahydrofuran ; -20 °C; 2 h, rt
1.3 Solvents: Tetrahydrofuran ; rt; 30 min, rt; 6 h, rt
2.1 Catalysts: Bis(dibenzylideneacetone)palladium , 1,1′-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis[1,1-diphenylphosphine] Solvents: Dimethyl sulfoxide ; 12 h, 25 °C
2.2 Reagents: Ammonium chloride Solvents: Water ; 25 °C

参考文献：

Preparation and Reactions of Mono- and Bis-Pivaloyloxyzinc Acetylides

Tuellmann, Carl Phillip; et al, Organic Letters, 2018, 20(15), 4601-4605

合成路线：2 步

150969-54-3