Synthesis of 1,2,3,4‐Tetrahydroisoquinolines via Palladium‐Catalyzed Cyclization of N‐Tosylhydrazones with ortho‐Bromophenethyl Tosylamides
A Pd‐catalyzed synthesis of 1,2,3,4‐tetrahydroisoquinoline (THIQ) via cyclization of ortho‐bromophenethyl tosylamides with aryl N‐tosylhydrazones in the presence of base was developed. The reaction is believed to proceed via the oxidative addition of palladium with ortho‐bromophenethyl tosylamides,...
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Published in | Advanced synthesis & catalysis Vol. 364; no. 23; pp. 4075 - 4079 |
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Main Authors | , , , |
Format | Journal Article |
Language | English |
Published |
WEINHEIM
Wiley
08.12.2022
Wiley Subscription Services, Inc |
Subjects | |
Online Access | Get full text |
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Summary: | A Pd‐catalyzed synthesis of 1,2,3,4‐tetrahydroisoquinoline (THIQ) via cyclization of ortho‐bromophenethyl tosylamides with aryl N‐tosylhydrazones in the presence of base was developed. The reaction is believed to proceed via the oxidative addition of palladium with ortho‐bromophenethyl tosylamides, followed by carbene insertion and cyclization. The carbene species were generated in‐situ from the aryl N‐tosylhydrazones and KOtBu. |
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ISSN: | 1615-4150 1615-4169 |
DOI: | 10.1002/adsc.202200931 |