Synthesis of 1‐cyano‐2‐methylisoindole. A new route to isoindoles

John J. D'Amico, B. Ray Stults, Peter G. Ruminski, Karl V. Wood

Research output: Contribution to journalArticle

20 Scopus citations

Abstract

The reaction of o‐phthaldehyde with potassium cyanide and methylamine hydrochloride afforded 1‐cyano‐2‐methylisoindole (1) in 92% yield. Possible mechanism and supporting nmr, ir, mass spectrum and single X‐ray structure analysis for 1 are discussed. The X‐ray study revealed that the true structure of 1 can best be represented as a resonance hybrid of the canonical forms a, b, c and d.

Original languageEnglish
Pages (from-to)1283-1286
Number of pages4
JournalJournal of Heterocyclic Chemistry
Volume20
Issue number5
DOIs
StatePublished - Jan 1 1983
Externally publishedYes

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