80360-14-1 (3-碘-1-(苯磺酰)吲哚,3-Iodo-1-(phenylsulfonyl)-1H-indole)

_91%

反应条件：

1.1 Reagents: Sodium hydroxide , Tetrabutylammonium hydroxide Solvents: Benzene , Water

参考文献：

N-phenyl sulphonation of indoles and the synthesis and reactions of oxepino[3,2-b]indoles and oxepino[3,2-b]azaindoles

Dalton, Lesley, 1983, , ,

合成路线：1 步

26340-47-6

_72%

反应条件：

1.1 Reagents: Sodium hydroxide Catalysts: Tetrabutylammonium hydrogen sulfate Solvents: Benzene , Water ; 1 h, rt

参考文献：

A simple iodination protocol via in situ generated ICl using NaI/FeCl3

Mohanakrishnan, Arasambattu K.; et al, Tetrahedron, 2006, 62(14), 3242-3247

合成路线：1 步

_89%

反应条件：

1.1 Reagents: Potassium hydroxide , Iodine Solvents: Water
1.2 Reagents: Sodium hydride

参考文献：

Development of Highly Stereoselective Asymmetric 6π-Azaelectrocyclization of Conformationally Flexible Linear 1-Azatrienes. From Determination of Multifunctional Chiral Amines, 7-Alkyl cis-1-Amino-2-indanols, to Application as a New Synthetic Strategy: Formal Synthesis of 20-Epiuleine

Tanaka, Katsunori; et al, Journal of Organic Chemistry, 2004, 69(18), 5906-5925

合成路线：1 步

_86%

反应条件：

1.1 Reagents: Potassium hydroxide , Iodine Solvents: Dimethylformamide ; 2 h, rt
1.2 Reagents: Ethyl acetate , Sodium thiosulfate Solvents: Water ; rt
1.3 Reagents: Sodium hydride , Water Solvents: Dimethylformamide ; rt → 0 °C; 20 min, 0 °C; 0 °C; 30 min, 0 °C; 3 h, 0 °C → rt
1.4 Reagents: Ethyl acetate ; rt

参考文献：

Direct Synthesis of Benzo[c]carbazoles by Pd-Catalyzed C-H [4 + 2] Annulation of 3-Arylindoles with External 1,3-Dienes

Gerardin, Baptiste; et al, Organic Letters, 2022, 24(44), 8164-8169

合成路线：1 步

_85%

反应条件：

1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran
1.2 Reagents: Iodine
1.3 Reagents: Lithium diisopropylamide
1.4 -

参考文献：

Bis-Suzuki reactions of 2,3-dihaloindoles. A convenient synthesis of 2,3-diarylindoles

Liu, Yanbing; et al, Tetrahedron Letters, 2000, 41(45), 8717-8721

合成路线：1 步

112890-09-2

_88%

反应条件：

1.1 Reagents: Ethane, nitro-, ion(1-), lithium Catalysts: Copper sulfate

参考文献：

A new carbon-carbon bond-forming reaction in indole chemistry. C-3 arylation and alkylation with phenyl (β-indolyl)iodonium trifluroacetate

Moriarty, Robert M.; et al, Tetrahedron Letters, 1987, 28(27), 3071-4

合成路线：1 步

129271-98-3

_81%

反应条件：

1.1 Reagents: Iodine , Potassium fluoride Solvents: 1,4-Dioxane ; 1 h, 80 °C

参考文献：

Practical and efficient ipso-iodination of arylboronic acids via KF/I2 system

Tramutola, Francesco ; et al, Tetrahedron Letters, 2015, 56(9), 1122-1123

合成路线：1 步

36284-95-4

_78%

反应条件：

1.1 Reagents: N-Iodosuccinimide Solvents: Methanol
1.2 Reagents: Sodium hydroxide Catalysts: Tetrabutylammonium bromide Solvents: Toluene

参考文献：

N-iodosuccinimide

Virgil, Scott C., e-EROS Encyclopedia of Reagents for Organic Synthesis, 2007, 1, 1-6

合成路线：1 步

36284-95-4

反应条件：

1.1 Reagents: N-Iodosuccinimide Solvents: Methanol
1.2 Reagents: Sodium hydroxide , Tetrabutylammonium bromide Solvents: Toluene

参考文献：

N-Iodosuccinimide

Virgil, Scott C.; et al, e-EROS Encyclopedia of Reagents for Organic Synthesis, 2001, ,

合成路线：1 步

87-52-5

_78%

反应条件：

1.1 Reagents: N-Iodosuccinimide Solvents: Dichloromethane
1.2 Reagents: Sodium hydroxide Catalysts: Tetrabutylammonium bromide Solvents: Toluene , Water

参考文献：

Rapid Route to 3,4-Substituted Indoles via a Directed Ortho Metalation-Retro-Mannich Sequence

Chauder, Brian; et al, Organic Letters, 2002, 4(5), 815-817

合成路线：1 步

40899-71-6

_73%

反应条件：

1.1 Reagents: Pyridine , Bis(trifluoroacetoxy)iodobenzene , Iodine Solvents: Dichloromethane

参考文献：

A mild and effective iodination method using iodine in the presence of bis(trifluoroacetoxy)iodobenzene

Benhida, Rachid; et al, Tetrahedron Letters, 1998, 39(38), 6849-6852

合成路线：1 步

40899-71-6

_43%

反应条件：

1.1 Reagents: Iodine , 1-[[(4-Methylphenyl)sulfonyl]oxy]-1,2-benziodoxol-3(1H)-one Solvents: Acetonitrile

参考文献：

Synthetic use of 1-(4-toluenesulfonyloxy)-1,2-benziodoxol-3(1H)-one. Iodination of aromatic rings

Muraki, Takahito; et al, Synlett, 1998, (3), 286-288

合成路线：2 步

116482-39-4

参考文献：

Product class 13: indole and its derivatives

Joule, J. A., Science of Synthesis, 2001, 10, 361-652

合成路线：2 步

反应条件：

1.1 Reagents: Potassium hydroxide , Iodine Solvents: Dimethylformamide ; 15 min, rt
2.1 Reagents: Sodium hydroxide Catalysts: Tetrabutylammonium bromide Solvents: Tetrahydrofuran , Water ; 0 °C; 3 h, rt

参考文献：

Mono-selective β-C-H arylation of N-methylated amino acids and peptides promoted by the 2-(methylthio)aniline directing group

Kinsinger, Thorsten; et al, Organic & Biomolecular Chemistry, 2019, 17(22), 5595-5600

合成路线：2 步