Concepedia

The Synthesis of 7-Alkoxyindoles

Synthetic Communications · 1991 · 66 citations · 7 references

Concepts

7-Hydroxy FunctionVinylmagnesium BromideOrganic ChemistryChemistrySynthesis MethodPharmacologySynthetic ChemistryProtected 7-Hydroxyindoles

Abstract

Abstract A number of protected 7-hydroxyindoles was prepared by reaction of the protected 2-nitrophenols with vinylmagnesium bromide. Benzhydryl was shown to be the protecting group of choice, giving good yields of the indole and being readily removed for subsequent transformations of the 7-hydroxy function.

References

7

The reaction of vinyl grignard reagents with 2-substituted nitroarenes: A new approach to the synthesis of 7-substituted indoles

Giuseppe Bartoli, Gianni Palmieri, Marcella Bosco et al. · Tetrahedron Letters · 1989 · 322 citations

7-Substituted Indoles, Natural Sciences, Diversity-oriented Synthesis +7

General method for the synthesis of indoles

Paul G. Gassman, T. J. VAN BERGEN, David P. Gilbert et al. · Journal of the American Chemical Society · 1974 · 166 citations

Bioorganic Chemistry, Engineering, Chemical Analysis +16

Azomethine Chemistry. I. Formation of Optically Active α-Amino Acids by Asymmetric Induction1

Richard G. Hiskey, Ralph C. Northrop · Journal of the American Chemical Society · 1961 · 73 citations

Bioorganic Chemistry, Engineering, Altmetric Attention Score +19

Synthese von 2,3‐unsubstituierten, N‐acylierten Indolen durch sigmatrope[3,3]‐Umlagerung von O‐Vinyl‐N‐phenylhydroxylaminderivaten

Pierre Martin · Helvetica Chimica Acta · 1984 · 38 citations

Combinatorial Chemistry, Li 2, Engineering +12

Experiments on the synthesis of Bz-substituted indoles and tryptophans. Part III. The synthesis of the four Bz-chloro-indoles and -tryptophans

H. N. Rydon, J. C. Tweddle · Journal of the Chemical Society (Resumed) · 1955 · 25 citations

Bz-substituted Indoles, Chemical Engineering, Engineering +13