A Route to 2-Substituted 3-Cyanopyrroles: Synthesis of Danaidal and Suffrutine A

Johannes M. Wiest, Thorsten Bach

Publikation: Beitrag in FachzeitschriftArtikelBegutachtung

11 Zitate (Scopus)

Abstract

The title compounds were prepared in a two-step sequence from 4,4-dimethoxybutyronitrile and the respective esters by Claisen condensation and subsequent Paal-Knorr pyrrole synthesis. The sequence could be performed as a one-pot procedure delivering the pyrroles in yields of 47-72% over two steps (13 examples). Intramolecular variants of the method were applied to the total synthesis of danaidal and suffrutine A from the respective trityl-protected ω-amino alkanoates.

OriginalspracheEnglisch
Seiten (von - bis)6149-6156
Seitenumfang8
FachzeitschriftJournal of Organic Chemistry
Jahrgang81
Ausgabenummer14
DOIs
PublikationsstatusVeröffentlicht - 15 Juli 2016

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