Journal
/
Chemistry
/
Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
JoVE Journal
Chemistry
A subscription to JoVE is required to view this content.  Sign in or start your free trial.
JoVE Journal Chemistry
Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes

DOI:
10.3791/50511-v

•

12:07 min

•

April 01, 2013

•

, ,
1Department of Chemistry,University of Pittsburgh

Chapters

  • 00:05Title
  • 02:33Microwave-assisted Dehydrogenative DA Reaction
  • 04:16Palladium-catalyzed Cross-coupling Reaction
  • 07:06Preparation of Dye Solution for Photophysical Studies
  • 07:50Fluorescence Emission Spectroscopy
  • 08:47Results: Synthesis and Photophysical Analysis of Functionalized Nephthalenes/Solvatochromic Fluorescent Dyes
  • 11:10Conclusion

Summary

Automatic Translation

Automatic Translation

Microwave-assisted intramolecular dehydrogenative Diels-Alder (DA) reactions provide concise access to functionalized cyclopenta[b]naphthalene building blocks. The utility of this methodology is demonstrated by one-step conversion of the dehydrogenative DA cycloadducts into novel solvatochromic fluorescent dyes via Buchwald-Hartwig palladium-catalyzed cross-coupling reactions.

Tags

Keywords: Microwave-assistedIntramolecular Dehydrogenative Diels-Alder ReactionsFunctionalized NaphthalenesSolvatochromic DyesCyclopenta[b]naphthalenesBuchwald-Hartwig Palladium-catalyzed Cross-couplingFluorescence Spectroscopy

Article

Embed

ADD TO PLAYLIST

Usage Statistics

Related Videos

check_url/50511?article_type=v

Preparation of Silica Nanoparticles Through Microwave-assisted Acid-catalysis
check_url/50511?article_type=v

Synthesis and Characterization of Functionalized Metal-organic Frameworks
check_url/50511?article_type=v

The Preparation and Properties of Thermo-reversibly Cross-linked Rubber Via Diels-Alder Chemistry
check_url/50511?article_type=v

Synthesis of Plant Phenol-derived Polymeric Dyes for Direct or Mordant-based Hair Dyeing
check_url/50511?article_type=v

One-pot Microwave-assisted Conversion of Anomeric Nitrate-esters to Trichloroacetimidates
check_url/50511?article_type=v

Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine
check_url/50511?article_type=v

Reducing Willow Wood Fuel Emission by Low Temperature Microwave Assisted Hydrothermal Carbonization
check_url/50511?article_type=v

Pretargeted Radioimmunotherapy Based on the Inverse Electron Demand Diels-Alder Reaction
check_url/50511?article_type=v

Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
check_url/50511?article_type=v

Microwave-Assisted Preparation of 1-Aryl-1H-pyrazole-5-amines

Read Article