Organocatalyzed benzannulation for the construction of diverse anthraquinones and tetracenediones

Title
Organocatalyzed benzannulation for the construction of diverse anthraquinones and tetracenediones
Author(s)
이용록소마이마가크리쉬나하립개
Keywords
DIELS-ALDER REACTIONS; SUBSTITUTED ANTHRAQUINONES; PROLINE; ACID; BIOSYNTHESIS; DERIVATIVES; QUINONES; DIENES; AMINES
Issue Date
201505
Publisher
ROYAL SOC CHEMISTRY
Citation
CHEMICAL COMMUNICATIONS, v.51, no.41, pp.8592 - 8595
Abstract
An efficient one-pot synthesis of anthraquinones and tetracenediones was achieved via L-proline catalyzed [4+2] cycloaddition of in situ generated azadiene from alpha, beta-unsaturated aldehydes and 1,4-naphthoquinones or 1,4-anthracenedione in good to excellent yield. This protocol constitutes an unprecedented tandem benzannulation that allows one-pot construction of diverse anthraquinones and tetracenediones in the presence of organocatalysts. This methodology was applied successfully to the synthesis of naturally occurring molecules and photochemically interesting phenanthrenequinone derivatives.
URI
http://hdl.handle.net/YU.REPOSITORY/32309http://dx.doi.org/10.1039/c5cc00623f
ISSN
1359-7345
Appears in Collections:
공과대학 > 화학공학부 > Articles
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