Literature DB >> 12098236

Construction of heterocyclic compounds by use of alpha-diazophosphonates: new one-pot syntheses of indoles and isocoumarins.

Yoshinori Nakamura1, Tatsuzo Ukita.   

Abstract

[reaction: see text] alpha-Diazophosphonates, which have extremely useful properties from a synthetic point of view, are disclosed as 1,1-ambiphilic one-carbon building blocks for one-pot construction of various heterocyclic compounds. They are easily prepared and have higher stability by the effect of the phosphoryl group than corresponding alpha-diazocarbonyl compounds. Using this synthon, we have developed a novel, mild, and efficient synthetic method of 2,3-disubstituted indoles and 3,4-disubstituted isocoumarins.

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Year:  2002        PMID: 12098236     DOI: 10.1021/ol025916k

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 in total

1.  Indole synthesis: a review and proposed classification.

Authors:  Douglass F Taber; Pavan K Tirunahari
Journal:  Tetrahedron       Date:  2011-09-23       Impact factor: 2.457

2.  Solution-phase synthesis of a diverse isocoumarin library.

Authors:  Sujata Roy; Sudipta Roy; Benjamin Neuenswander; David Hill; Richard C Larock
Journal:  J Comb Chem       Date:  2009 Nov-Dec
  2 in total

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