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 language | English |
|---|---|
| Pages (from-to) | 1283-1286 |
| Number of pages | 4 |
| Journal | Journal of Heterocyclic Chemistry |
| Volume | 20 |
| Issue number | 5 |
| DOIs | |
| State | Published - Jan 1 1983 |
| Externally published | Yes |
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Cite this
D'Amico, J. J., Stults, B. R., Ruminski, P. G., & Wood, K. V. (1983). Synthesis of 1‐cyano‐2‐methylisoindole. A new route to isoindoles. Journal of Heterocyclic Chemistry, 20(5), 1283-1286. https://doi.org/10.1002/jhet.5570200527