A One-Pot Isoquinoline Synthesis by Cyclodehydrogenation of N-Benzyl-α-alkylaminoacetals with Chlorosulfonic Acid : Formation of 3-Alkylisoquinolines

A direct preparation of fully aromatized 3-alkylisoquinolines (3e-p), was achieved by cyclodehydrogenation with chlorosulfonic acid of N-benzyl-α-alkylaminoacetals (2e-p) which were prepared by addition of Grignard reagent to N-benzyliminoacetals (1a-d).

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Veröffentlicht in:Chemical & pharmaceutical bulletin 1987/12/25, Vol.35(12), pp.4964-4966
Hauptverfasser: KIDO, KAZUKO, WATAINABE, YASUO
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container_title Chemical & pharmaceutical bulletin
container_volume 35
creator KIDO, KAZUKO
WATAINABE, YASUO
description A direct preparation of fully aromatized 3-alkylisoquinolines (3e-p), was achieved by cyclodehydrogenation with chlorosulfonic acid of N-benzyl-α-alkylaminoacetals (2e-p) which were prepared by addition of Grignard reagent to N-benzyliminoacetals (1a-d).
doi_str_mv 10.1248/cpb.35.4964
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source J-STAGE (Japan Science & Technology Information Aggregator, Electronic) Freely Available Titles - Japanese; EZB-FREE-00999 freely available EZB journals; Free Full-Text Journals in Chemistry
subjects 3-alkylisoquinoline
alkyl halide
benzyliminoacetal
Chemistry
chlorosulfonic acid
Exact sciences and technology
Heterocyclic compounds
Heterocyclic compounds with only one n hetero atom and condensed derivatives
N- (3, 4-dimethoxybenzyl) -α-alkylaminoacetal
N- (3-methoxybenzyl) -α-alkylaminoacetal
N- (4-methylbenzyl) -α-alkylaminoacetal
N-benzyl-α-alkylaminoacetal
Organic chemistry
Preparations and properties
title A One-Pot Isoquinoline Synthesis by Cyclodehydrogenation of N-Benzyl-α-alkylaminoacetals with Chlorosulfonic Acid : Formation of 3-Alkylisoquinolines
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