190901-33-8

Basic information

• Product Name: 3-(4-METHOXYSTYRYL)-2,1-BENZISOXAZOLE
• Synonyms: 3-(4-METHOXYSTYRYL)-2,1-BENZISOXAZOLE;4-[2-(2,1-BENZISOXAZOL-3-YL)VINYL]PHENYL METHYL ETHER;3-[(E)-2-(4-methoxyphenyl)ethenyl]-2,1-benzoxazole
• CAS NO: 190901-33-8
• Molecular Formula: C16H13NO2
• Molecular Weight: 251.28
• Mol File: 190901-33-8.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-(4-METHOXYSTYRYL)-2,1-BENZISOXAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-METHOXYSTYRYL)-2,1-BENZISOXAZOLE(190901-33-8)
• EPA Substance Registry System: 3-(4-METHOXYSTYRYL)-2,1-BENZISOXAZOLE(190901-33-8)

Safety Data

• Hazardous Substances Data: 190901-33-8(Hazardous Substances Data)

Upstream product

• 130820-59-6 (E)-1-(2-aminophenyl)-3-(4-methoxyphenyl)prop-2-en-1-one 
• 123-11-5 4-methoxy-benzaldehyde 
• 551-93-9 2-aminoacetophenone 
• 68305-28-2 1-(2-azido-phenyl)-3-(4-methoxy-phenyl)-propenone 

Relevant articles and documents

Hypervalent iodine oxidation of o-aminochalcones: A novel synthesis of 3-(β-styryl)-2,1-benzisoxazoles

Hypervalent iodine oxidation of o-aminochalcones using C6H5I(OAc)2-KOH/MeOH leads to a novel and useful route for the synthesis of 3-(β-styryl)-2,1-benzisoxazoles. A plausible mechanism for this novel rearrangement is proposed.

Cp*RhIII-Catalyzed Directed Amidation of Aldehydes with Anthranils

An approach towards construction of amide C–N bonds under mild conditions through rhodium(III) catalysis has been explored. Previous waste-free amidations were generally limited to the condensation of carboxylic acids and amines. In this report, we directly applied amination of the aldehyde C(sp2)–H bond to extend the scope of amidation reactions. The amination shows a wide substrates scope, and several important functional groups were tolerated under the benign reaction conditions. The synthesized amides are important precursors for the preparation of benzoxazinone derivatives, found in various bioactive natural products.q.

Synthesis of 3-Substituted 2,1-Benzisoxazoles by the Oxidative Cyclization of 2-Aminoacylbenzenes with Oxone

An efficient approach to the synthesis of 2,1-benzisoxazoles through direct construction of the N-O bond by the chemoselective oxidation of 2-aminoacylbenzenes with Oxone is described. This alternative methodology is characterized by its simple and transition-metal-free conditions and good functional group compatibility utilizing Oxone as a green oxidant instead of hypervalent iodine compounds. Moreover, this new procedure simplifies the number of steps compared to the previously reported procedure by circumventing the use of 2-azido-substituted aryl ketones.

Gold-Catalyzed C-H Annulation of Anthranils with Alkynes: A Facile, Flexible, and Atom-Economical Synthesis of Unprotected 7-Acylindoles

The gold-catalyzed C-H annulation of anthranil derivatives with alkynes offers a facile, flexible, and atom-economical one-step route to unprotected 7-acylindoles. An intermediate α-imino gold carbene, generated by an intermolecular reaction, promotes ortho-aryl C-H functionalization to afford the target products. The transformation proceeds with a broad range of substrates under mild conditions. Moreover, the obtained functionalized indole products represent a versatile platform for the construction of diverse indolyl frameworks.