The schmidt reaction on 3a,4,5,6‐tetrahydrosuccinimido[3,4‐ b ]‐acenaphthen‐10‐one and its alkylated derivatives | Zendy

Campaigne E. | Zendy; Huffman J. C. | Zendy; Yodice Richard | Zendy

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The schmidt reaction on 3a,4,5,6‐tetrahydrosuccinimido[3,4‐ b ]‐acenaphthen‐10‐one and its alkylated derivatives

Author(s) -

Campaigne E.,

Huffman J. C.,

Yodice Richard

Publication year - 1981

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570180127

Subject(s) - chemistry , isoquinoline , alkylation , schmidt reaction , medicinal chemistry , stereochemistry , organic chemistry , catalysis

The rearrangement of 3a,4,5,6‐tetrahydrosuccinimido[3,4‐ b ]acenaphthen‐10‐one and two methylated derivatives using Schmidt conditions is described. The ratio of the major product, 2,3,8,9‐tetrahydro‐3‐oxo‐1 H ‐benz[ de ]isoquinoline‐1,9a‐(7 H )dicarboximide, to the minor product, 2,3,6,7‐tetrahydro‐3‐oxo‐4 H ‐benz[ ij ]‐isoquinoline‐4,4a‐(5 H )dicarboximide, under different acidic conditions is given. The ratios of analogous products from the methylated derivatives are similar under similar conditions.

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