POTASSAMIDE INDUCED IN-SITU ALKYLATION OF 5,6-DIHYDROISOQUINOLINE WITH ALLYL BROMIDE AND MICHAEL ACCEPTORS

Authors
KASTURI TR ARUMUGAM S
Citation
Tr. Kasturi et S. Arumugam, POTASSAMIDE INDUCED IN-SITU ALKYLATION OF 5,6-DIHYDROISOQUINOLINE WITH ALLYL BROMIDE AND MICHAEL ACCEPTORS, Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry, 35(5), 1996, pp. 468-470
Citations number
5
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry → ACNP
ISSN journal
03764699
Volume
35
Issue
5
Year of publication
1996
Pages
468 - 470
Database
ISI
SICI code
0376-4699(1996)35:5<468:PIIAO5>2.0.ZU;2-3
Abstract
Potassamide induced in situ alkylation of 4-cyano-3-methoxy-1-methyl-5 , 6-dihydroisoquinoline (1a) with allyl bromide gives the 5-allyl- and 5,9-diallyl-5,6-dihydroisoquinolines (1c and 1d), isoquinoline deriva tive 2 and 4-allyl-1, 2, 3, 4-tetrahydroisoquinolin-3(2H)-one (3a). Ho wever, potassamide induced in situ alkylation of In with buten-2-one, mesityl oxide and acrylonitrile results in the formation of only 5-alk ylated 5,6-dihydroisoquinoline derivatives 1e-g along with fully aroma tised compound 2.