Premium
The mechanism of the bischler‐napieralski reaction
Author(s) -
Nagubandi Sreeramulu,
Fodor G.
Publication year - 1980
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.5570170720
Subject(s) - chemistry , medicinal chemistry , salt (chemistry) , organic chemistry
The Bischler‐Napieralski dihydroisoquinoline synthesis was proven to occur via imidoyl chlorides and the corresponding nitrilium salt. The two‐step process required much milder conditions (20°–50°) compared to drastic classical conditions of refluxing at 100°–200°. The Bischler‐Napieralski reaction is shown to share a common intermediate with two other well‐known reactions: the von Braun and the Ritter reactions.