3259-15-2

Upstream product

• 459-57-4 4-fluorobenzaldehyde 
• 2834-92-6 1-amino-2-naphthol 
• 403-29-2 2-bromo-4'-fluoroacetophenone 
• 131-91-9 1-Nitroso-2-naphthol 
• 135-19-3 β-naphthol 
• 1765-93-1 4-fluoroboronic acid 
• 233-70-5 naphtho[1,2-d]oxazole 
• 403-42-9 1-(4-fluorophenyl)ethanone 
• 459-56-3 4-fluorobenzylic alcohol 
• 459-46-1 4-Fluorobenzyl bromide 

Relevant academic research and scientific papers

Microwave-assisted synthesis of 2-substituted naphtho[1,2-d][1,3]oxazoles by reacting 1-nitroso-2-naphthol with allyl bromides and benzyl bromides using FeCl3 as catalyst

Efficient and improved preparation of 2-substituted[1,2-d][1,3]oxazoles by the reaction of 1-nitroso-2-naphthol and allyl bromides, benzyl bromides under microwave condition utilizing FeCl3 as a catalyst with yield ranging from 32% to 72%. Reaction with bromo acetonitrile yields the corresponding 2-cyanonaphthoxazole with 58% yield.

Facile Protocols towards C2-Arylated Benzoxazoles using Fe(III)-Catalyzed C(sp 2 -H) Functionalization and Metal-Free Domino Approach

Considering their growing attention in the field of medicinal chemistry and drug-discovery research, the facile and convenient approaches towards the preparation of 2-aryl benzoxazole derivatives have been described. The transformation is accomplished by using Fe(III)-catalyzed C-H activation of benzoxazoles with boronic acids to obtain a wide range of C2-arylated benzoxazoles in high yields. The developed method excludes the formation of self-coupling compounds as side products. On the other hand, the synthesis of the products is also achieved via a metal-free domino protocol by the reaction between 1-nitroso-2-naphthol and acetophenones using catalytic amounts of CBr 4 in the presence of Cs 2 CO 3 as base. The devised tandem method avoids the use of pre-activated α-haloketones as substrates. Due to their immense impact in marketed drugs and molecules under clinical trial, the described method can be a powerful tool for their synthesis which restricts the use of precious metals as catalyst.

Iron-catalyzed synthesis of benzoxazoles by oxidative coupling/cyclization of phenol derivatives with benzoyl aldehyde oximes

An iron-catalyzed oxidative coupling/cyclization reaction for the synthesis of benzoxazoles at room temperature is reported. This reaction was enabled by an inexpensive iron(iii) catalyst by treating readily available phenol derivatives with benzoyl aldehyde oximes. Mechanistic studies show that benzoyl aldehyde oxime is not only used as a substrate, but also serves as an ancillary ligand to support the iron salt in the promotion of the transformation.

Reaction of 1-nitroso-2-naphthols with α-functionalized ketones and related compounds: The unexpected formation of decarbonylated 2-substituted naphtho[1,2-d][1,3]oxazoles

Reactions between 1-nitroso-2-naphthols and α-functionalized ketones such as α-bromo-, α-chloro-, α-mesyloxy-, α-tosyloxy-, and α-hydroxy ketones under basic conditions delivered 2-substituted naphtho[1,2-d][1,3]oxazoles in a single synthetic operation. T