Studies on the benzo[1,2]cyclohepta[3,4,5‐d,e]isoquinoline ring system | Zendy

Humber L. G. | Zendy; Davis M. A. | Zendy; Thomas R. A. | Zendy; Otson R. | Zendy; Watson J. R. | Zendy

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Studies on the benzo[1,2]cyclohepta[3,4,5‐d,e]isoquinoline ring system

Author(s) -

Humber L. G.,

Davis M. A.,

Thomas R. A.,

Otson R.,

Watson J. R.

Publication year - 1966

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.5570030301

Subject(s) - chemistry , isoquinoline , cycloheptene , methylamine , ring (chemistry) , medicinal chemistry , stereochemistry , amine gas treating , organic chemistry

The syntheses of various oxidation states of the novel benzo[1, 2]cyclohepta[3, 4, 5‐d, e]‐isoquinoline ring system is described. The ring system was obtained by the Schmidt rearrangement, with exclusive alkyl migration, of 1, 6, 7, 11b‐tetrahydro ‐ 2 H ‐ dibenz‐[cd,h]azulen‐2‐one and by a Bischler‐Napieralski reaction of suitable derivatives of 10, 11‐dihydro‐5 H ‐dibenzo[a, d]cycloheptene ‐ 5 ‐ methylamine. 4, 5, 10, 11 ‐ Tetramethoxy derivatives of the new ring system were best prepared by a Pictet‐Spengler reaction of the appropriate amine.

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