Literature DB >> 11594825

The Diels-Alder reactions of quinone imine ketals: a versatile synthesis of highly substituted 5-methoxyindoles.

S C Banfield1, D B England, M A Kerr.   

Abstract

[reaction: see text]. N-benzoylated quinone imine ketals undergo smooth cycloadditions in a [4 + 2] sense to yield the expected cycloadducts. The crude cycloadducts, when subjected to a short series of simple transformations, produce synthetically useful quantities of 5-methoxyindoles in excellent overall yields.

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Year:  2001        PMID: 11594825     DOI: 10.1021/ol016562k

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


  1 in total

1.  Benzannulation via the reaction of ynamides and vinylketenes. application to the synthesis of highly substituted indoles.

Authors:  Tin Yiu Lam; Yu-Pu Wang; Rick L Danheiser
Journal:  J Org Chem       Date:  2013-09-03       Impact factor: 4.354

  1 in total

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