Category Ranking

98%

Total Visits

921

Avg Visit Duration

2 minutes

Citations

20

Article Abstract

An unexpected rearrangement aromatization of benzo[c]oxepine has been revealed to synthesize substituted naphthalenes. This observation was further exploited to develop an efficient approach for the construction of naphthalenes from simple and commercially available 1,3-dicarbonyl compounds and 1,2-bis(halomethyl)benzene compounds via a new domino reaction sequence.

Download full-text PDF

Source
http://dx.doi.org/10.1021/ol302950wDOI Listing

Publication Analysis

Top Keywords

substituted naphthalenes
8
13-dicarbonyl compounds
8
rearrangement aromatization
8
aromatization benzo[c]oxepine
8
direct synthesis
4
synthesis substituted
4
naphthalenes 13-dicarbonyl
4
compounds 12-bishalomethylbenzenes
4
12-bishalomethylbenzenes including
4
including novel
4

Similar Publications

Palladium-catalyzed dearomative 1,4-hydroamination.

Tetrahedron

August 2024

Roger Adams Laboratory, Department of Chemistry, University of Illinois, Urbana, IL, 61801, USA.

A dearomative 1,4-hydroamination of nonactivated arenes has been developed, using a key arene-arenophile photocycloaddition strategy to disrupt aromaticity. Palladium catalysis with K-Selectride as a hydride source uniquely enables selective reactivity and provides access to a range of substituted 1,4-cyclohexadienes from aromatic starting materials. We demonstrate a few synthetic applications of this scalable procedure by preparing highly-functionalized small molecules in three to four steps from naphthalene.

View Article and Find Full Text PDF

The plant (Asteraceae) is gaining popularity as a zero-calorie natural sugar substitute. This paper investigates the regeneration of from callus, emphasizing steviol glycoside (SGs) production and the evaluation of genetic similarity. The highest rate of callus induction (89.

View Article and Find Full Text PDF

Herein, we report a regioselective [4 + 2] benzannulation strategy for the efficient synthesis of -terphenyls and naphthalenes from vinyl sulfoxonium ylides, thiophenols, and electron-deficient alkynes. The selectivity of the benzannulation is governed by the nature of the ylide's stabilizing group. This modular approach features a broad substrate scope and enables streamlined access to highly substituted arenes with significant synthetic versatility.

View Article and Find Full Text PDF

Rational Design of Cationic Silyl Lewis Acids.

Chemistry

September 2025

Institute of Chemistry, Carl von Ossietzky Universität Oldenburg, Carl von Ossietzky-Str. 9-11, Oldenburg, D-26129, Federal Republic of Germany, European Union.

The synthesis of a series of selanyl-stabilized cationic silyl Lewis acids with naphthalene or acenaphthalene scaffolds is described. The influence of scaffold modifications, substitution variations at the selanyl donor and at the silicon atom on the strengths of the silyl Lewis acid is evaluated using the p-fluorobenzonitrile (FBN) method. These simple variations of the principal structure allow to adjust the Lewis acidity of the cationic silyl Lewis acids from weak ones to examples that are significantly stronger than tris(pentafluorophenyl)borane (BCF).

View Article and Find Full Text PDF

Natural products are an important source for developing anti-cancer agents. Previously, we identified the anti-cancer flavonoid protoapigenone from (Gaud.) and synthesized its derivative, WYC-0209, with improved anti-cancer properties.

View Article and Find Full Text PDF