850568-72-8 (4-(叔丁氧基羰基)苯基硼酸频哪醇酯,Tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate)

反应条件：

1.1 Reagents: Tosyl chloride Solvents: Pyridine ; 15 h, rt

参考文献：

Arrangement of proteinogenic α-amino acids on a cyclic peptide comprising alternate biphenyl-cored ζ-amino acids

Tashiro, Shohei; Chiba, Masayuki; Shionoya, Mitsuhiko, Chemistry - An Asian Journal, 2017, 12(10), 1087-1094

合成路线：1 步

_87%

反应条件：

1.1 Solvents: Tetrahydrofuran ; 10 min, -78 °C; -78 °C → rt; 1 h, rt
1.2 Reagents: Potassium acetate Catalysts: [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium Solvents: 1,4-Dioxane ; 6 h, reflux

参考文献：

3D-printed cartridge system for in-flow photo-oxygenation of 7-aminothienopyridinones

Rastelli, Ettore J. ; Yue, Doris; Millard, Caroline; Wipf, Peter, Tetrahedron, 2021, 79,

合成路线：1 步

_85%

反应条件：

1.1 Reagents: Potassium acetate Solvents: 1,4-Dioxane ; 5 min, rt
1.2 Reagents: Oxygen Catalysts: (SP-4-1)-[5,10,15,20-Tetrakis(4-methylphenyl)-21H,23H-porphinato(2-)-κN21,κN22,κ… ; 6 h, 110 °C

参考文献：

Pd(II)-Porphyrin Complexes - the First Use as Safer and Efficient Catalysts for Miyaura Borylation

Rao, Kanusu Umamaheswara; Venkateswarlu, Katta, Synlett, 2018, 29(8), 1055-1060

合成路线：1 步

_85%

反应条件：

1.1 Reagents: Potassium acetate Catalysts: [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium Solvents: 1,4-Dioxane ; 30 min; 18 h, 80 °C

参考文献：

Ultrahigh Surface Area Zirconium MOFs and Insights into the Applicability of the BET Theory

Wang, Timothy C.; Bury, Wojciech; Gomez-Gualdron, Diego A.; Vermeulen, Nicolaas A.; Mondloch, Joseph E.; et al, Journal of the American Chemical Society, 2015, 137(10), 3585-3591

合成路线：1 步

_80%

反应条件：

1.1 Reagents: Potassium acetate Catalysts: [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium Solvents: 1,4-Dioxane ; overnight, reflux

参考文献：

Non-Catalytic Benefits of Ni(II) Binding to an Si(111)-PNP Construct for Photoelectrochemical Hydrogen Evolution Reaction: Metal Ion Induced Flat Band Potential Modulation

Gurrentz, Joseph M. ; Rose, Michael J., Journal of the American Chemical Society, 2020, 142(12), 5657-5667

合成路线：1 步

171364-80-0

865-47-4

_80%

反应条件：

1.1 Solvents: Diethyl ether ; 30 min, rt; 2 h, rt

参考文献：

A Metal-Organic Framework with Covalently Bound Organometallic Complexes

Oisaki, Kounosuke; Li, Qiaowei; Furukawa, Hiroyasu; Czaja, Alexander U.; Yaghi, Omar M., Journal of the American Chemical Society, 2010, 132(27), 9262-9264

合成路线：1 步

25015-63-8

_78%

反应条件：

1.1 Reagents: Sodium hydride Catalysts: Cuprous iodide Solvents: Tetrahydrofuran ; 6 - 12 h, rt
1.2 Reagents: Ammonium chloride Solvents: Water ; rt

参考文献：

Formation of Arylboronates by a CuI-Catalyzed Coupling Reaction of Pinacolborane with Aryl Iodides at Room Temperature

Zhu, Wei; Ma, Dawei, Organic Letters, 2006, 8(2), 261-263

合成路线：1 步

25804-49-3

_75%

反应条件：

1.1 Reagents: Tripotassium phosphate , Methanaminium, N-[(dimethylamino)fluoromethylene]-N-methyl-, hexafluorophosphate… Catalysts: Bis(1,5-cyclooctadiene)nickel , Tricyclohexylphosphine Solvents: 1,4-Dioxane ; 24 h, 60 °C

参考文献：

Ni-Catalyzed Deoxygenative Borylation of Phenols Via O-Phenyl-uronium Activation

Liu, Xiaojie; Xu, Biping; Su, Weiping, ACS Catalysis, 2022, 12(15), 8904-8910

合成路线：1 步

61676-62-8

_75%

反应条件：

1.1 Reagents: sec-Butyllithium Solvents: Tetrahydrofuran , Hexane , Cyclohexane ; 0.055 s, -28 °C
1.2 Solvents: Tetrahydrofuran ; 2.2 s, -28 °C
1.3 Reagents: Hydrochloric acid Solvents: Water

参考文献：

Flow synthesis of arylboronic esters bearing electrophilic functional groups and space integration with Suzuki-Miyaura coupling without intentionally added base

Nagaki, Aiichiro; Moriwaki, Yuya; Yoshida, Jun-ichi, Chemical Communications (Cambridge, 2012, 48(91), 11211-11213

合成路线：1 步

185990-03-8

_74%

反应条件：

1.1 Reagents: Potassium methoxide Solvents: 1,2-Dimethoxyethane ; 10 min, 30 °C
1.2 1 h, 30 °C; 30 °C → 0 °C
1.3 Reagents: Tetrabutylammonium fluoride ; 3 h, 0 °C

参考文献：

Formal Nucleophilic Boryl Substitution of Organic Halides with Silylborane/Alkoxy Base System

Yamamoto, Eiji; Izumi, Kiyotaka; Horita, Yuko; Ukigai, Satoshi; Ito, Hajime, Topics in Catalysis, 2014, 57(10-13), 940-945

合成路线：1 步

185990-03-8

_74%

反应条件：

1.1 Reagents: Potassium methoxide Solvents: 1,2-Dimethoxyethane ; 10 min, 30 °C
1.2 30 °C; 1 h, 30 °C

参考文献：

Anomalous Reactivity of Silylborane: Transition-Metal-Free Boryl Substitution of Aryl, Alkenyl, and Alkyl Halides with Silylborane/Alkoxy Base Systems

Yamamoto, Eiji; Izumi, Kiyotaka; Horita, Yuko; Ito, Hajime, Journal of the American Chemical Society, 2012, 134(49), 19997-20000

合成路线：1 步

_67%

反应条件：

1.1 Reagents: Potassium acetate Catalysts: [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium Solvents: 1,4-Dioxane ; overnight, 100 °C

参考文献：

A New Approach to Non-Coordinating Anions: Lewis Acid Enhancement of Porphyrin Metal Centers in a Zwitterionic Metal-Organic Framework

Johnson, Jacob A.; Petersen, Brenna M.; Kormos, Attila; Echeverria, Elena; Chen, Yu-Sheng; et al, Journal of the American Chemical Society, 2016, 138(32), 10293-10298

合成路线：1 步

78782-17-9

_62%

反应条件：

1.1 Reagents: Sodium tert-butoxide Solvents: Toluene , Tetrahydrofuran ; 6 h, 80 °C

参考文献：

Chemoselective Coupling of 1,1-Bis[(pinacolato)boryl]alkanes for the Transition-Metal-Free Borylation of Aryl and Vinyl Halides: A Combined Experimental and Theoretical Investigation

Lee, Yeosan; Baek, Seung-yeol; Park, Jinyoung; Kim, Seoung-Tae ; Tussupbayev, Samat ; et al, Journal of the American Chemical Society, 2017, 139(2), 976-984

合成路线：1 步

171364-80-0

865-47-4

_61%

反应条件：

1.1 Solvents: Diethyl ether ; rt; 1.5 h, rt
1.2 Reagents: Water ; rt

参考文献：

Effect of the functionalisation route on a Zr-MOF with an Ir-NHC complex for catalysis

Carson, Fabian; Martinez-Castro, Elisa; Marcos, Rocio; Miera, Greco Gonzalez; Jansson, Kjell; et al, Chemical Communications (Cambridge, 2015, 51(54), 10864-10867

合成路线：1 步

_48%