A facile route to indolo[2,1-a]isoquinolines and dibenzopyrrocoline alkaloids

Authors
Orito, K Harada, R Uchiito, S Tokuda, M
Citation
K. Orito et al., A facile route to indolo[2,1-a]isoquinolines and dibenzopyrrocoline alkaloids, ORG LETT, 2(13), 2000, pp. 1799-1801
Citations number
30
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
13
Year of publication
2000
Pages
1799 - 1801
Database
ISI
SICI code
1523-7060(20000629)2:13<1799:AFRTIA>2.0.ZU;2-T
Abstract
Treatment of 1-(2'-bromobenzyl)-3,4-dihydroisoquinolines 2 in the presence of K2CO3 in boiling DMF efficiently provided a variety of alkoxy-substitute d indolo[2,1-a]isoquinolines 3. Application of this cyclization to 7-benzyl oxyisoquinoline derivatives, followed by further elaboration of the resulta nt 2-benzyloxy-5,6-dihydroindolo[2,1-a]isoquinolines 16a,b, led to the form al synthesis of dibenzopyrrocoline alkaloids, (+/-)-cryptaustoline (1a) and (+/-)-cryptowoline (1b).