M. Planas, Gerard Riesco-Llach, L. Feliu, J. Joule
{"title":"3-oxidopyraziniums 的环加成化学。3-氧代-1-(4-甲氧基苄基)-5,6-二甲基吡嗪的二聚化反应","authors":"M. Planas, Gerard Riesco-Llach, L. Feliu, J. Joule","doi":"10.24820/ark.5550190.p012.217","DOIUrl":null,"url":null,"abstract":"3-Oxidopyraziniums are accessed from 2(1 H )-pyrazinones via N-alkylation and then exposure of the resulting pyrazinium salts to mild base at room temperature. 3-Oxidopyraziniums react with acrylates in a 1,3-dipolar cyclisation producing 3,8-diazabicyclo[3.2.1]octanes. 3-Oxido-1-(4-methoxybenzyl)-5,6-dimethylpyrazinium (C 14 H 16 N 2 O 2 ) dimerises at room temperature, forming a tetracyclic alcohol C 28 H 34 N 4 O 5 , the structure of which was elucidated using spectroscopic and X-ray analyses.","PeriodicalId":8432,"journal":{"name":"Arkivoc","volume":null,"pages":null},"PeriodicalIF":0.8000,"publicationDate":"2024-07-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"The cycloaddition chemistry of 3-oxidopyraziniums. Dimerisation of 3-oxido-1-(4-methoxybenzyl)-5,6-dimethylpyrazinium\",\"authors\":\"M. Planas, Gerard Riesco-Llach, L. Feliu, J. Joule\",\"doi\":\"10.24820/ark.5550190.p012.217\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"3-Oxidopyraziniums are accessed from 2(1 H )-pyrazinones via N-alkylation and then exposure of the resulting pyrazinium salts to mild base at room temperature. 3-Oxidopyraziniums react with acrylates in a 1,3-dipolar cyclisation producing 3,8-diazabicyclo[3.2.1]octanes. 3-Oxido-1-(4-methoxybenzyl)-5,6-dimethylpyrazinium (C 14 H 16 N 2 O 2 ) dimerises at room temperature, forming a tetracyclic alcohol C 28 H 34 N 4 O 5 , the structure of which was elucidated using spectroscopic and X-ray analyses.\",\"PeriodicalId\":8432,\"journal\":{\"name\":\"Arkivoc\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":0.8000,\"publicationDate\":\"2024-07-06\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Arkivoc\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.24820/ark.5550190.p012.217\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q4\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Arkivoc","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.24820/ark.5550190.p012.217","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
摘要
3-Oxidopyraziniums 是通过 N- 烷基化作用从 2(1 H )- 吡嗪酮中获得的,然后在室温下将生成的吡嗪盐暴露于弱碱中。3-Oxidopyraziniums 与丙烯酸酯发生 1,3-二极环化反应,生成 3,8-二氮杂双环[3.2.1]辛烷。3- 氧代-1-(4-甲氧基苄基)-5,6-二甲基吡嗪鎓(C 14 H 16 N 2 O 2 )在室温下发生二聚反应,形成四环醇 C 28 H 34 N 4 O 5,其结构通过光谱和 X 射线分析得以阐明。
The cycloaddition chemistry of 3-oxidopyraziniums. Dimerisation of 3-oxido-1-(4-methoxybenzyl)-5,6-dimethylpyrazinium
3-Oxidopyraziniums are accessed from 2(1 H )-pyrazinones via N-alkylation and then exposure of the resulting pyrazinium salts to mild base at room temperature. 3-Oxidopyraziniums react with acrylates in a 1,3-dipolar cyclisation producing 3,8-diazabicyclo[3.2.1]octanes. 3-Oxido-1-(4-methoxybenzyl)-5,6-dimethylpyrazinium (C 14 H 16 N 2 O 2 ) dimerises at room temperature, forming a tetracyclic alcohol C 28 H 34 N 4 O 5 , the structure of which was elucidated using spectroscopic and X-ray analyses.
期刊介绍:
Arkivoc publishes full papers (not accounts) describing sound original work that is of interest to organic chemists (in areas of synthetic organic chemistry, bio-organic, organometallic, theoretical, and physical organic chemistry:
General Papers describing sound original work
Reviews and Accounts of selected topics
Honorary Issues - Pay tribute to distinguished organic chemists (invited contributions)
Thematic Issues - Cover important current topics in organic chemistry
Regional Issues - Recognize organic chemistry in various countries.