83-24-9 (2,5-二甲基-1-苯基吡咯,2,5-dimethyl-1-phenyl-1H-pyrrole)

_100%

反应条件：

1.1 Catalysts: Ascorbic acid ; 1 h, 70 °C

参考文献：

Ascorbic acid as a multifunctional hydrogen bonding catalyst for Paal-Knorr synthesis of N-substituted mono- and bis-pyrroles: experimental and theoretical aspects

Ghaemi, Amin; et al, Research on Chemical Intermediates, 2023, 49(9), 4087-4102

合成路线：1 步

_100%

反应条件：

1.1 Catalysts: Oxalic acid Solvents: Ethanol ; 30 min, 60 °C

参考文献：

Naturally occurring organic acids for organocatalytic synthesis of pyrroles via Paal-Knorr reaction

Mohsenzadeh, Farshid; et al, Research on Chemical Intermediates, 2020, 46(12), 5255-5262

合成路线：1 步

_100%

反应条件：

1.1 Catalysts: Bismuth trinitrate pentahydrate ; 5 min, 90 °C

参考文献：

Paal-Knorr pyrrole synthesis in water

Akbaslar, Dilek; et al, Synthetic Communications, 2014, 44(9), 1323-1332

合成路线：1 步

98-95-3

_99%

反应条件：

1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Toluene ; 5 h, 0.5 MPa, 110 °C

参考文献：

MOFs as Multifunctional Catalysts: Synthesis of Secondary Arylamines, Quinolines, Pyrroles, and Arylpyrrolidines over Bifunctional MIL-101

Cirujano, Francisco G.; et al, ChemCatChem, 2013, 5(2), 538-549

合成路线：1 步

98-95-3

_97%

反应条件：

1.1 Reagents: Hydrogen Catalysts: Palladium, compd. with ruthenium (1:1) (supported on PVP) Solvents: Methanol ; 24 h, 0.5 MPa, rt → 100 °C

参考文献：

One-pot synthesis of cyclohexylamine and N-aryl pyrroles via hydrogenation of nitroarenes over the Pd0.5Ru0.5-PVP catalyst

Chaudhari, Chandan; et al, New Journal of Chemistry, 2021, 45(22), 9743-9746

合成路线：1 步

625-86-5

_97%

反应条件：

1.1 Catalysts: Zirconium , Silica Solvents: Toluene ; 6 h, 150 °C

参考文献：

Zr-KIT-6 catalyzed renewable synthesis of N-aryl pyrroles for producing bioactive synthetic compounds

Manal, Arjun K.; et al, Applied Catalysis, 2023, 650,

合成路线：1 步

625-86-5

_97%

反应条件：

1.1 Catalysts: Hafnium , Silica Solvents: Dimethylformamide ; 6 h, 150 °C

参考文献：

N-aryl pyrrole synthesis from biomass derived furans and arylamine over Lewis acidic Hf doped mesoporous SBA-15 catalyst

Huang, Yao-Bing ; et al, ACS Sustainable Chemistry & Engineering, 2020, 8(32), 12161-12167

合成路线：1 步

95-55-6

_94%

反应条件：

1.1 Catalysts: Sulfuric acid, monododecyl ester, aluminum salt (3:1) Solvents: Water ; 36 h, rt

参考文献：

Room temperature aqueous Paal-Knorr pyrrole synthesis catalyzed by aluminum tris(dodecyl sulfate) trihydrate

Jafari, Abbas Ali; et al, Environmental Chemistry Letters, 2013, 11(2), 157-162

合成路线：1 步

3857-25-8

98-95-3

_90%

反应条件：

1.1 Reagents: Hydrogen Catalysts: Cobalt nickel phosphide Solvents: Ethanol , Water ; 6 h, 2 MPa, rt → 150 °C

参考文献：

Breaking binary competitive adsorption in the domino synthesis of pyrroles from furan alcohols and nitroarenes over metal phosphide

Li, Xiang; et al, Applied Catalysis, 2022, 316,

合成路线：1 步

3002-24-2

_88%

反应条件：

1.1 Catalysts: Benzenesulfonic acid, 3-phosphono-, zirconium(4+) salt, hydrate (2:1:?) ; 2 h, rt

参考文献：

Layered zirconium phosphate and phosphonate as heterogeneous catalyst in the preparation of pyrroles

Curini, Massimo; et al, Tetrahedron Letters, 2003, 44(20), 3923-3925

合成路线：1 步

3002-24-2

_82%

反应条件：

1.1 Solvents: Ethanol , Acetic acid ; 5 min, rt

参考文献：

Paal-Knorr condensation for the synthesis of pyrrole derivatives under ultrasound irradiation

Zhang, Shu-wen; et al, Hebei Daxue Xuebao, 2009, 29(6), 618-622

合成路线：1 步

676-58-4

83-25-0

_88%

反应条件：

1.1 Reagents: Titanocene dichloride Solvents: Diethyl ether , Tetrahydrofuran ; 1 h, -10 °C; -10 °C → 0 °C
1.2 Solvents: Tetrahydrofuran ; 18 h, 65 °C
1.3 Reagents: p-Toluenesulfonic acid Solvents: Tetrahydrofuran ; 1 h, rt

参考文献：

A convenient one-pot synthesis of polysubstituted pyrroles from N-protected succinimides

Kobeissi, Marwan; et al, Tetrahedron Letters, 2014, 55(15), 2523-2526

合成路线：1 步

628-16-0

_87%

反应条件：

1.1 Catalysts: Gold (supported on thiol- and sulfonic acid-functionalized periodic mesoporo…) Solvents: Water ; 24 h, 80 °C

参考文献：

Water-Medium and Solvent-Free Organic Reactions over a Bifunctional Catalyst with Au Nanoparticles Covalently Bonded to HS/SO3H Functionalized Periodic Mesoporous Organosilica

Zhu, Feng-Xia; et al, Journal of the American Chemical Society, 2011, 133(30), 11632-11640

合成路线：1 步

628-16-0

_68%

反应条件：

1.1 Catalysts: (TB-5-13)-Bis(N-methylmethanaminato)[N-methyl-N-[(1H-pyrrol-2-yl-κN)methyl]-1H-p… Solvents: Toluene ; 6 h, 75 °C

参考文献：

Pyrrole syntheses based on titanium-catalyzed hydroamination of diynes

Ramanathan, Balasubramanian; et al, Organic Letters, 2004, 6(17), 2957-2960

合成路线：1 步

109-49-9

_85%

反应条件：

1.1 Reagents: Oxygen Catalysts: Palladium trifluoroacetate Solvents: Toluene ; 12 h, 100 °C

参考文献：

Efficient synthesis of substituted pyrroles through Pd(OCOCF3)2-catalyzed reaction of 5-hexen-2-one with primary amines

Chen, Xi; et al, Tetrahedron Letters, 2016, 57(47), 5215-5218

合成路线：1 步

1240787-80-7

_83%

反应条件：

1.1 Reagents: Formic acid Solvents: Ethanol ; 3 h, rt

参考文献：

Synthesis of new 2,5-dimethyl pyrrole derivatives from acetonylacetone

Ji, Xiao Ming; et al, Chinese Chemical Letters, 2010, 21(8), 919-921

合成路线：1 步

463-49-0

103-33-3

_73%

反应条件：

1.1 Catalysts: Stereoisomer of bis[benzenaminato(2-)]di-μ-chlorodichlorotetrakis(pyridine)ditit… Solvents: Toluene ; 24 h, 140 °C
1.2 Reagents: Water

参考文献：

Ti-Catalyzed Multicomponent Synthesis of Pyrroles Using Allene Coupling Partners

Kaper, Tobias; et al, Organometallics, 2023, 42(13), 1459-1464

合成路线：1 步

625-84-3

_73%

反应条件：

1.1 Catalysts: (OC-6-11)-Tris[1,1,1-trifluoro-N-[(trifluoromethyl)sulfonyl-κO]methanesulfonamid… Solvents: 1,4-Dioxane ; 72 h, 120 °C
1.2 Reagents: Sodium bicarbonate Solvents: Water

参考文献：

Indium-Catalyzed Formal N-Arylation and N-Alkylation of Pyrroles with Amines

Yonekura, Kyohei; et al, Advanced Synthesis & Catalysis, 2016, 358(18), 2895-2902

合成路线：1 步

222851-56-1

_65%

反应条件：

1.1 Reagents: Copper Solvents: Mesitylene

参考文献：

Reactions of N-sulfinylarylamines with carbonyl compounds and a nitrile in the presence of copper

Minami, Toru; et al, Journal of Organic Chemistry, 1976, 41(24), 3811-13

合成路线：1 步

74-86-2

_63%

反应条件：

1.1 Reagents: Potassium hydroxide Solvents: Dimethyl sulfoxide ; 10 atm, rt; 3 h, 100 °C

参考文献：

Superbase-promoted multi-molecular acetylene/arylamine self-organization to 1-arylpyrroles

Schmidt, Elena Yu.; et al, Mendeleev Communications, 2020, 30(1), 109-111

合成路线：1 步

2550-28-9

反应条件：

1.1 Solvents: Benzene ; reflux

参考文献：

Pyrrole syntheses based on titanium-catalyzed hydroamination of diynes

Ramanathan, Balasubramanian; et al, Organic Letters, 2004, 6(17), 2957-2960

合成路线：1 步

3031-66-1

反应条件：

1.1 Catalysts: Carbonyldihydrotris(triphenylphosphine)ruthenium , 1,1′-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis[1,1-diphenylphosphine] Solvents: Toluene ; 30 min, 110 °C
1.2 24 h, reflux

参考文献：

Ruthenium-catalyzed conversion of 1,4-alkynediols into pyrroles

Pridmore, Simon J.; et al, Tetrahedron Letters, 2007, 48(29), 5115-5120

合成路线：1 步

反应条件：

1.1 10 d, 50 °C

参考文献：

A Detective Story in Drug Discovery: Elucidation of a Screening Artifact Reveals Polymeric Carboxylic Acids as Potent Inhibitors of RNA Polymerase

Zhu, Weixing; et al, Chemistry - A European Journal, 2013, 19(26), 8397-8400

合成路线：1 步

96326-29-3

反应条件：

1.1 Solvents: Benzene-d6

参考文献：

Reactions of "Cp2Ti:CH2" sources with acid anhydrides and imides

Cannizzo, Louis F.; et al, Journal of Organic Chemistry, 1985, 50(13), 2316-23

合成路线：2 步