13128-32-0

Upstream product

• 947-91-1 Diphenylacetaldehyde 
• 141-97-9 ethyl acetoacetate 
• 536-74-3 phenylacetylene 
• 93-91-4 1-phenylbutan-1,3-dione 
• 57626-33-2 2-bromo-1-phenyl-1,3-butanedione 
• 128753-04-8 2-phenyliodonio-1-phenylbutane-1,3-dione 

Relevant academic research and scientific papers

Free radical cyclization of 1,3-dicarbonyl compounds mediated by manganese(III) acetate with alkynes and synthesis of tetrahydrobenzofurans, naphthalene, and trifluoroacetyl substituted aromatic compounds

Furan derivatives were obtained from radical cyclizations of 1,3-dicarbonyl compounds mediated by Mn(OAc)3 with phenyl acetylene 2a (14-66% yields). Naphthalene derivates 4a and 4b were produced in the treatments with 2a. In addition to these,

α-Naphthol Synthesis via Knoevenagel Condensation in the Presence of Molecular Sieves

Diphenylethanal condenses with diethyl malonate, ethyl acetoacetate, and ethyl benzoylacetate under Knoevenagel conditions in the presence of molecular sieves to give the 1-naphthols (2), (5), and (6).Glass wool is a less effective catalyst for formation of (2). 3,3-Diethoxycarbonyl-1,1-diphenylpropene (4) is converted into the naphthol (2) in high yield by heating with molecular sieves but its saturated analogue (3) is unaffected.

Synthesis of 2-acyl-1-naphthols by gold-catalyzed oxidative cyclization of 2-alkenylphenyl alkynyl ketones

The gold(I)-catalyzed oxidative cyclization of 2-alkenylphenyl alkynyl ketones employing organic oxides as oxidants has been developed. This reaction involves aromatization to furnish 2-acyl-1-naphthols. Also, 10-acyl-9-phenanthrenols are analogously prod

Method for synthesizing 1 - naphthol compound based on electrochemical intermolecular cyclization

The invention discloses a method for synthesizing a 1-naphthol compound based on electrochemical intermolecular cyclization. According to the method, a 1,3-dicarbonyl compound and alkyne are used forconducting an intermolecular cyclization reaction, the h

Electrochemical Synthesis of 1-Naphthols by Intermolecular Annulation of Alkynes with 1,3-Dicarbonyl Compounds

C-centered radical cyclization under electrochemical conditions is a feasible strategy for constructing cyclic structures. Reported herein is the electrochemical synthesis of highly functionalized 1-naphthols using alkynes and 1,3-dicarbonyl compounds by

Photoredox Catalysis of Aromatic β-Ketoesters for in Situ Production of Transient and Persistent Radicals for Organic Transformation

Radical formation is the initial step for conventional radical chemistry. Reported herein is a unified strategy to generate radicals in situ from aromatic β-ketoesters by using a photocatalyst. Under visible-light irradiation, a small amount of photocatalyst fac-Ir(ppy)3 generates a transient α-carbonyl radical and persistent ketyl radical in situ. In contrast to the well-established approaches, neither stoichiometric external oxidant nor reductant is required for this reaction. The synthetic utility is demonstrated by pinacol coupling of ketyl radicals and benzannulation of α-carbonyl radicals with alkynes to give a series of highly substituted 1-naphthols in good to excellent yields. The readily available photocatalyst, mild reaction conditions, broad substrate scope, and high functional-group tolerance make this reaction a useful synthetic tool.

Mn(III)-Mediated Facile Access to Polysubstituted α-Naphthols from β-Keto Ester Derivatives and Terminal Alkynes

A novel manganese-mediated reaction for the synthesis of polysubstituted α-naphthols has been developed from β-keto esters and terminal alkynes. This system holds the advantages of readily available starting materials and mild conditions. Mechanistic investigations revealed that this reaction proceeds via a tandem radical cyclization process.

Bromide-Mediated C-H Bond Functionalization: Intermolecular Annulation of Phenylethanone Derivatives with Alkynes for the Synthesis of 1-Naphthols

Bromide-mediated intermolecular annulation of phenylethanone derivatives with alkynes has been developed, which allows for the regioselective formation of polysubstituted 1-naphthols. The usage of readily available bromine catalyst, broad substrate scope, and mild conditions make this protocol very practical. Mechanistic investigations reveal that the bromination of phenylethanone derivatives occurs to yield bromo-substituted intermediates, which react in situ with alkynes to furnish the desired 1-naphthols.

De Novo synthesis of polysubstituted naphthols and furans using photoredox neutral coupling of alkynes with 2-bromo-1,3-dicarbonyl compounds

A conceptually new strategy has been described for the mild, practical, and environmentally friendly preparation of naphthols and furans using a visible-light promoted photoredox neutral approach. These reactions between accessible electron-deficient bromides and commercially available alkynes could be carried out at room temperature in good-to-excellent chemical yields without any external stoichiometric oxidants.

Photochemical Reaction of Phenyliodonium Ylides of β-Dicarbonyl Compounds with Terminal Alkynes

The photochemical reaction of phenyliodonium ylides of acyclic β-dicarbonyl compounds bearing at least one benzoyl group with terminal alkynes leads to the formation of 4-substituted-2-acyl-1-naphthol derivatives, probably through iodanes and ethynylated