Synthesis of novel and diverse naphtho[1,2-b]furans by phosphine-catalyzed [3+2] annulation of activated 1,4-naphthoquinones and acetylenecarboxylates

Title
Synthesis of novel and diverse naphtho[1,2-b]furans by phosphine-catalyzed [3+2] annulation of activated 1,4-naphthoquinones and acetylenecarboxylates
Author(s)
이용록하립개소마이마가크리쉬나
Keywords
RUBIA-CORDIFOLIA; CHIRAL NAPHTHOQUINONES; NATURAL-PRODUCT; DERIVATIVES; EFFICIENT; QUINONES; ALKYNES; SILYLOXYDIENES; CYCLOADDITION; BENZOPYRONES
Issue Date
201502
Publisher
SPRINGER
Citation
MOLECULAR DIVERSITY, v.19, no.1, pp.55 - 66
Abstract
A new phosphine-catalyzed [3+2] annulation reaction between activated 1,4-naphthoquinones and acetylenecarboxylates is described. This reaction provides a facile and efficient route to a variety of biologically promising and novel naphtho[1,2-]furans. This devised method provides a first example for the synthesis of diverse naphtho[1,2-]furan derivatives from 1,4-naphthoquinones via phosphine-catalyzed [3+2] annulation. A variety of novel naphtho[1,2-]furans were synthesized via the phosphine-catalyzed [3+2] annulation of activated 1,4-naphthoquinones and electron-deficient acetylenecarboxylates. In some reactions, both furannulation adducts and reductive/nucleophilic conjugate addition products were produced.
URI
http://hdl.handle.net/YU.REPOSITORY/33612http://dx.doi.org/10.1007/s11030-014-9555-1
ISSN
1381-1991
Appears in Collections:
공과대학 > 화학공학부 > Articles
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