1-(benzenesulfonyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indole


Chemical Name: 1-(benzenesulfonyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indole
CAS Number: 1256359-23-5
Product Number: AG000O79(AGN-PC-07XTH6)
Synonyms:
MDL No:
Molecular Formula: C20H22BNO4S
Molecular Weight: 383.2690

Identification/Properties


Properties
Storage:
Keep in dry area;2-8℃;
Form:
Solid

Safety Information


GHS Pictogram:
Signal Word:
Warning
UN#:
-
Hazard Statements:
H302-H315-H319-H335
Precautionary Statements:
P261-P305+P351+P338
Class:
-
Packing Group:
-

NMR Spectrum


Other Analytical Data


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Chemical Structure



The compound 1-(Phenylsulfonyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole is a versatile intermediate commonly used in chemical synthesis due to its unique reactivity and structural properties. This compound plays a crucial role in a variety of synthetic applications, particularly in the field of organic chemistry.One key application of this compound is in Suzuki-Miyaura cross-coupling reactions, a widely used method for the formation of carbon-carbon bonds. By serving as a boronic acid derivative, 1-(Phenylsulfonyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole can undergo palladium-catalyzed coupling reactions with various aryl or vinyl halides, resulting in the formation of new carbon-carbon bonds. This enables the synthesis of complex organic molecules with high efficiency and selectivity.Additionally, the phenylsulfonyl group in the compound can serve as a useful directing group in organic synthesis, aiding in the regioselective functionalization of aromatic compounds. Through strategic manipulation of the phenylsulfonyl moiety, chemists can control the regiochemistry of subsequent chemical transformations, leading to the efficient construction of diverse molecular structures.Overall, the unique combination of the indole core, boronic acid functionality, and phenylsulfonyl group in 1-(Phenylsulfonyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole makes it a valuable building block in synthetic chemistry, enabling the construction of complex molecules with high precision and control.