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Palladium‐Catalysed Synthesis of Dibenzo[ de,g ]quinolines. A Novel Approach to the B‐Ring System of Aporphine‐Related Heterocycles
Author(s) -
Gies AnneElisabeth,
Pfeffer Michel,
Sirlin Claude,
Spencer John
Publication year - 1999
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/(sici)1099-0690(199908)1999:8<1957::aid-ejoc1957>3.0.co;2-i
Subject(s) - chemistry , palladium , regioselectivity , aporphine , ring (chemistry) , phenanthrene , medicinal chemistry , stereochemistry , combinatorial chemistry , catalysis , organic chemistry , alkaloid
Dibenzo[ de,g ]quinolines 5 were formed by the palladium‐catalysed heteroannulation of disubstituted alkynes and 1‐iodo‐10‐(dimethylamino)phenanthrene ( 3c ). Symmetric alkynes led to high levels of regioselectivity. These reactions constitute a new synthesis of the B‐ring system of aporphine heterocycles.