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 |
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container_title | Chemical & pharmaceutical bulletin |
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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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Bull.</addtitle><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).</description><subject>3-alkylisoquinoline</subject><subject>alkyl halide</subject><subject>benzyliminoacetal</subject><subject>Chemistry</subject><subject>chlorosulfonic acid</subject><subject>Exact sciences and technology</subject><subject>Heterocyclic compounds</subject><subject>Heterocyclic compounds with only one n hetero atom and condensed derivatives</subject><subject>N- (3, 4-dimethoxybenzyl) -α-alkylaminoacetal</subject><subject>N- (3-methoxybenzyl) -α-alkylaminoacetal</subject><subject>N- (4-methylbenzyl) -α-alkylaminoacetal</subject><subject>N-benzyl-α-alkylaminoacetal</subject><subject>Organic chemistry</subject><subject>Preparations and properties</subject><issn>0009-2363</issn><issn>1347-5223</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1987</creationdate><recordtype>article</recordtype><recordid>eNpNkM1uEzEURi1EJUJhxQt4wQ45-G9mMuxCRKBSRSu1rEc39nXHxbGDPRUaHoT34EV4JmZIFdj4Lny-c68-Ql4JvhRSr96aw26pqqVua_2ELITSDaukVE_JgnPeMqlq9Yw8L-Wec1nxRi3IzzW9isiu00AvSvr24GMKPiK9GePQY_GF7ka6GU1IFvvR5nSHEQafIk2OfmbvMf4YA_v9i0H4OgbYT3kwOEAo9LsferrpQ8qpPASXojd0bbyl7-g25f3Joth6zvr_1pcX5MxNDnz5OM_Jl-2H280ndnn18WKzvmRGcakZ6sbYHSojnK60rFvtuLMcOLdNC4bzCWhQSGj1DowARFu3FkE5U7vWgjonb45eMx1ZMrrukP0e8tgJ3s2VdlOlnaq6udKJfn2kD1AMBJchGl9OkYbrZvUX2x6x-zLAHZ7-IQ_eBJyVoq1Ws1bIx3f2_wN6yB1G9QeBUJQ9</recordid><startdate>19871225</startdate><enddate>19871225</enddate><creator>KIDO, KAZUKO</creator><creator>WATAINABE, YASUO</creator><general>The Pharmaceutical Society of Japan</general><general>Maruzen</general><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>19871225</creationdate><title>A One-Pot Isoquinoline Synthesis by Cyclodehydrogenation of N-Benzyl-α-alkylaminoacetals with Chlorosulfonic Acid : Formation of 3-Alkylisoquinolines</title><author>KIDO, KAZUKO ; WATAINABE, YASUO</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3024-e47cdbe3c1f4542694f0fd0a00d79ac00e477e12a94bac1aeed69dea3fc6f9da3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1987</creationdate><topic>3-alkylisoquinoline</topic><topic>alkyl halide</topic><topic>benzyliminoacetal</topic><topic>Chemistry</topic><topic>chlorosulfonic acid</topic><topic>Exact sciences and technology</topic><topic>Heterocyclic compounds</topic><topic>Heterocyclic compounds with only one n hetero atom and condensed derivatives</topic><topic>N- (3, 4-dimethoxybenzyl) -α-alkylaminoacetal</topic><topic>N- (3-methoxybenzyl) -α-alkylaminoacetal</topic><topic>N- (4-methylbenzyl) -α-alkylaminoacetal</topic><topic>N-benzyl-α-alkylaminoacetal</topic><topic>Organic chemistry</topic><topic>Preparations and properties</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>KIDO, KAZUKO</creatorcontrib><creatorcontrib>WATAINABE, YASUO</creatorcontrib><collection>Pascal-Francis</collection><collection>CrossRef</collection><jtitle>Chemical & pharmaceutical bulletin</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>KIDO, KAZUKO</au><au>WATAINABE, YASUO</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A One-Pot Isoquinoline Synthesis by Cyclodehydrogenation of N-Benzyl-α-alkylaminoacetals with Chlorosulfonic Acid : Formation of 3-Alkylisoquinolines</atitle><jtitle>Chemical & pharmaceutical bulletin</jtitle><addtitle>Chem. Pharm. Bull.</addtitle><date>1987-12-25</date><risdate>1987</risdate><volume>35</volume><issue>12</issue><spage>4964</spage><epage>4966</epage><pages>4964-4966</pages><issn>0009-2363</issn><eissn>1347-5223</eissn><coden>CPBTAL</coden><abstract>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).</abstract><cop>Tokyo</cop><pub>The Pharmaceutical Society of Japan</pub><doi>10.1248/cpb.35.4964</doi><tpages>3</tpages><oa>free_for_read</oa></addata></record> |
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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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