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Intramolekulare Additionen α‐lithiierter Amide; eine neue Synthese von 2‐Aryl‐ und 2‐Vinylindolen
Author(s) -
Greuter Hans,
Schmid Hans
Publication year - 1974
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19740570202
Subject(s) - chemistry , lithium diisopropylamide , tetrahydrofuran , lithium amide , alkylation , pyridine , medicinal chemistry , lithium (medication) , amide , aryl , organic chemistry , deprotonation , catalysis , ion , alkyl , medicine , endocrinology , solvent , enantioselective synthesis
The N‐alkylated 2‐benzoylamino‐benzophenones 2a–e on treatment with lithium diisopropylamide in tetrahydrofuran at − 78° gave the cyclic alchols 3a–e which were dehydrated with phosphorous oxychloride/pyridine to give the indoles 4a–e in 30–72% yield ( Scheme 1 ).

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