92-85-3 (噻蒽,Thianthrene)

_100%

反应条件：

1.1 Reagents: 1,4-Dibromobutane , Zinc

参考文献：

Organosulfur chemistry. IV. New reduction of sulfoxides and sulfilimines to sulfides with zinc/1,4-dibromobutane, a proposal for a radical-forming electron transfer process

Nagasawa, Kazuo; Yoneta, Akemi; Sugimoto, Hideki; Ito, Keiichi, Chemical & Pharmaceutical Bulletin, 1987, 35(10), 4351-4

合成路线：1 步

_99%

反应条件：

1.1 Reagents: Diboronic acid Solvents: Toluene ; 8 h, 100 °C

参考文献：

Catalyst- and additive-free chemoselective reduction of sulfoxides into sulfides using B2(OH)4 as a deoxygenative agent

Fan, Jixia; Du, Yifan; Zhao, Rongrong; Liu, Qixing; Zhou, Haifeng, Tetrahedron, 2023, 140,

合成路线：1 步

_99%

反应条件：

1.1 Reagents: Diboronic acid Solvents: Toluene ; 8 h, 100 °C

参考文献：

Preparation of aryl(alkyl)thioethers by reduction of aryl(alkyl)sulfoxides

, China, , ,

合成路线：1 步

_98%

反应条件：

1.1 Reagents: Boron trifluoride , Sodium iodide

参考文献：

A new easy conversion of sulfoxides to sulfides

Palumbo, Giovanni; Ferreri, Carla; Caputo, Romualdo, Phosphorus and Sulfur and the Related Elements, 1983, 15(1), 19-21

合成路线：1 步

4386-48-5

88284-48-4

_95%

反应条件：

1.1 Reagents: Potassium fluoride , 18-Crown-6 Solvents: Acetonitrile ; 2 min, rt
1.2 16 h, rt

参考文献：

Exploiting amphiphilicity: facile metal free access to thianthrenes and related sulphur heterocycles

Pawliczek, Martin; Garve, Lennart K. B.; Werz, Daniel B., Chemical Communications (Cambridge, 2015, 51(44), 9165-9168

合成路线：1 步

35566-32-6

_94%

反应条件：

1.1 Solvents: Dichloromethane ; 0.5 h, rt

参考文献：

Photo SN-bond cleavage and related reactions of thianthrene sulfilimine derivatives

Fujita, Tomoyuki; Kamiyama, Hideo; Osawa, Yasushi; Kawaguchi, Hiroyuki; Kim, Bung Ju; et al, Tetrahedron, 2007, 63(32), 7708-7716

合成路线：1 步

2917587-11-0

_92%

反应条件：

1.1 Reagents: Potassium carbonate Catalysts: Palladium chloride , 1,5-Bis(diphenylphosphino)pentane Solvents: Toluene ; rt; 5 h, 160 °C

参考文献：

Palladium- and nickel-catalyzed synthesis of thioethers via thioesters - Aryl halides coupling

Cao, Han ; Shi, Yijun; Ma, Jie; Yan, Peng; Cong, Xingshun; et al, Tetrahedron Letters, 2023, 119,

合成路线：1 步

_92%

反应条件：

1.1 Reagents: Aluminum chloride , Sodium iodide Solvents: Acetonitrile

参考文献：

New reagents. 7. Facile reduction of sulfoxides to sulfides using the aluminum chloride-sodium iodide system

Bhatt, M. Vivekananda; Babu, J. Ramesh, Indian Journal of Chemistry, 1988, (3), 259-60

合成路线：1 步

_82%

反应条件：

1.1 Reagents: 1,10-Phenanthroline , Potassium carbonate , Cuprous iodide , Sulfur , S8 ; 12 h, 90 °C

参考文献：

A simple method for synthesizing thianthrene using on sulphur powder

, China, , ,

合成路线：1 步

2803424-73-7

14874-70-5

_81%

反应条件：

1.1 Reagents: Tempo Solvents: Dimethyl sulfoxide ; 12 h, 23 °C

参考文献：

Catalyst-free, direct synthesis of dibenzothiophenes

Aganda, Kim Christopher C.; Na, Sangcheol; Lee, Anna, Tetrahedron Letters, 2022, 104,

合成路线：1 步

139-66-2

_78%

反应条件：

1.1 Reagents: S8 Catalysts: Aluminum chloride

参考文献：

Thiation under microwave irradiation II: synthesis of sulfur heterocycles

Villemin, Didier; Vlieghe, Xavier, Sulfur Letters, 1998, 21(5), 199-203

合成路线：1 步

6320-02-1

_76%

反应条件：

1.1 Reagents: Iodobenzene , Propanoic acid, 2,2-dimethyl-, cesium salt (1:1) Catalysts: Palladium, bis(acetonitrile)dichloro- , Bis[2-(diphenylphosphino)phenyl] ether Solvents: Dimethylacetamide ; rt → 140 °C; 24 h, 140 °C
1.2 Reagents: Ammonium chloride Solvents: Water

参考文献：

A Pd-catalyzed optional approach for the synthesis of dibenzothiophenes

Song, Juan; Wu, Hao; Sun, Wei; Wang, Songjiang; Sun, Haisen; et al, Organic & Biomolecular Chemistry, 2018, 16(12), 2083-2087

合成路线：1 步

_68%

反应条件：

1.1 Reagents: Potassium carbonate , Sulfur Catalysts: 1,10-Phenanthroline , Copper bromide (CuBr) Solvents: Dimethyl sulfoxide ; rt → 90 °C; 24 h, 90 °C; cooled
1.2 Reagents: Sodium thiosulfate Solvents: Water ; cooled

参考文献：

Organic compound with fused heteroaromatic ring of fluorene or 9-silafluorene, electronic element containing the same and its electronic device

, World Intellectual Property Organization, , ,

合成路线：1 步

17534-15-5

_65%

反应条件：

1.1 Reagents: Tetrabutylammonium bromide , Tripotassium phosphate Catalysts: Copper iron oxide (CuFe2O4) Solvents: Water ; 12 h, 100 °C

参考文献：

Magnetically Separable CuFe2O4 Nanoparticles Catalyzed Ligand-Free C-S Coupling in Water: Access to (E)- and (Z)-Styrenyl-, Heteroaryl and Sterically Hindered Aryl Sulfides

Kundu, Debasish; Chatterjee, Tanmay; Ranu, Brindaban C., Advanced Synthesis & Catalysis, 2013, 355(11-12), 2285-2296

合成路线：1 步

_65%

反应条件：

1.1 Reagents: Carbon disulfide , 1,8-Diazabicyclo[5.4.0]undec-7-ene Catalysts: Cuprous iodide Solvents: Toluene ; 12 h, 100 °C

参考文献：

Cu-Catalyzed Synthesis of Diaryl Thioethers and S-Cycles by Reaction of Aryl Iodides with Carbon Disulfide in the Presence of DBU

Zhao, Peng; Yin, Hang; Gao, Hongxin; Xi, Chanjuan, Journal of Organic Chemistry, 2013, 78(10), 5001-5006

合成路线：1 步

_65%

反应条件：

1.1 Reagents: Thioacetamide , Cesium carbonate Catalysts: Cuprous iodide Solvents: Dimethyl sulfoxide , Water ; 36 h, 120 °C
1.2 Reagents: Water

参考文献：

Ligand-free copper-catalyzed synthesis of diaryl thioethers from aryl halides and thioacetamide

Tao, Chuanzhou; Lv, Aifeng; Zhao, Nan; Yang, Shuai; Liu, Xiaolang; et al, Synlett, 2011, (1), 134-138

合成路线：1 步

_65%

反应条件：

1.1 Reagents: 1,4-Dihydro-N-(phenylmethyl)-3-pyridinecarboxamide Catalysts: Iron tetraphenylporphyrin chloride Solvents: Benzene

参考文献：

meso-Tetraphenylporphinatoiron catalyzed reductive cleavage of some sulfur-oxygen, sulfur-nitrogen, and sulfur-carbon bonds in sulfoxides and sulfilimines

Nagata, Toshiyuki; Fujimori, Ken; Yoshimura, Toshiaki; Furukawa, Naomochi; Oae, Shigeru, Journal of the Chemical Society, 1989, (8), 1431-5

合成路线：1 步

_60%

反应条件：

1.1 Reagents: Butyllithium Solvents: Diethyl ether , Water

参考文献：

The action of some organometallic compounds on thianthrene 5-oxide

Gilman, Henry; Swayampati, Dhairyasheel R., Journal of Organic Chemistry, 1956, 21, 1278-82

合成路线：1 步

87797-73-7

_60%