Chromenes, Chromanones, and Chromones—Introduction

Ellis, G. P.

doi:10.1002/9780470187012.ch1

Cited by 138 publications

(130 citation statements)

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“…Chromenes are components of many natural products (Ellis & Lockhart, 2007) and incorporated in numerous medicinal drugs as significant chromophores. They have shown to display anti-viral, anti-tumoral, anti-anaphylactic, spasmolytic, diuretic and clotting activity (Horton et al, 2003).…”

Section: S1 Commentmentioning

confidence: 99%

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3-Amino-1-phenyl-1H-benzo[f]chromene-2-carbonitrile

et al. 2013

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Key indicators: single-crystal X-ray study; T = 123 K; mean (C-C) = 0.003 Å; R factor = 0.042; wR factor = 0.091; data-to-parameter ratio = 12.8.In the title compound, C 20 H 14 N 2 O, the phenyl ring is almost normal to the naphthalene ring system with a dihedral angle of 86.72 (9) . The 4H-pyran ring fused with the naphthalene ring system has a boat conformation. In the crystal, molecules are linked into a helical supramolecular chain along the b axis via N-HÁ Á ÁN hydrogen bonds. The chains are consolidated into a three-dimensional architecture by C-HÁ Á Á interactions. Related literature

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Section: S1 Commentmentioning

confidence: 99%

“…For biological and industrial applications of chromene compounds, see, for example: Ellis & Lockhart (2007); Horton et al (2003). For puckering parameters, see : Cremer & Pople (1975).…”

Section: Related Literaturementioning

confidence: 99%

3-Amino-1-phenyl-1H-benzo[f]chromene-2-carbonitrile

et al. 2013

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“…The chromene derivatives are found in many natural products [6] and have attracted considerable attention as potential agrochemicals, cosmetics, and pigments. Due to their importance, they have also drawn significant attention from organic chemists to develop routes for their synthesis and use in subsequent reactions.…”

Section: Introductionmentioning

confidence: 99%

An Efficient and More Sustainable One-Step Continuous-Flow Multicomponent Synthesis Approach to Chromene Derivatives

2015

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A simple and rapid one-step continuous-flow synthesis route has been developed for the preparation of chromene derivatives from the reaction of aromatic aldehydes, α-cyanomethylene compounds, and naphthols. In this contribution, a one-step continuous-flow protocol in a ThalesNano H-Cube Pro™ has been developed for the preparation of these chromene derivatives. This arises from the multicomponent one-step reaction of aromatic aldehydes, α-cyanomethylene compounds, and naphthols. This flow protocol was optimized in 2-methyltetrahydrofuran, which is a more environmentfriendly solvent. The faster residence times (<2 min) coupled with elevated pressure (~25 bar) results in an efficient, safer, faster, and modular reaction. Results obtained illustrate that this base-catalyzed reaction affords the respective chromene derivative products in very high yields. The products can then be easily purified by recrystallization, if desired.

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“…There are two broad approaches for the synthesis of 4-substituted benzopyrans. The first approach 18,25 deals with the opening of an epoxide at the 3,4-double bond of the benzopyran nucleus (Scheme 1a) by nucleophilic attack of electron rich heterocycles in the presence of base and dehydration to afford 4-substituted chromenes. …”

Section: Introductionmentioning

confidence: 99%