An efficient synthesis of pyrido-imidazodiazepinediones
We herein report the synthesis of a series of 12 optically pure 3,4-dihydro-1H-pyrido-[1′,2′:1,2]-imidazo[4,5-d][1,3]diazepine-2,5-diones, which form a new family of azaheterocycle-fused [1,3]diazepines. The key step of the synthesis consists in a selective C-acylation of 2-amino-imidazo[1,2-a]pyrid...
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Veröffentlicht in: | Tetrahedron letters 2013-03, Vol.54 (11), p.1364-1367 |
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creator | Arama, Dominique P. Lisowski, Vincent Scarlata, Eliana Fulcrand, Pierre Maillard, Ludovic T. Martinez, Jean Masurier, Nicolas |
description | We herein report the synthesis of a series of 12 optically pure 3,4-dihydro-1H-pyrido-[1′,2′:1,2]-imidazo[4,5-d][1,3]diazepine-2,5-diones, which form a new family of azaheterocycle-fused [1,3]diazepines. The key step of the synthesis consists in a selective C-acylation of 2-amino-imidazo[1,2-a]pyridine by various natural amino-acids, followed by an intracarbonylation reaction. |
doi_str_mv | 10.1016/j.tetlet.2012.12.087 |
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The key step of the synthesis consists in a selective C-acylation of 2-amino-imidazo[1,2-a]pyridine by various natural amino-acids, followed by an intracarbonylation reaction.</description><subject>Chemical Sciences</subject><subject>Diazepinones</subject><subject>Friedel–Crafts acylation</subject><subject>Imidazo[1,2-a]pyridine</subject><subject>Polyfused heterocycles</subject><subject>Urea derivatives</subject><issn>0040-4039</issn><issn>1873-3581</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><recordid>eNp9kE9LAzEQxYMoWKvfwMNePew6-bOb9CKUolYoeNFzyCYTmtLulk0otJ_eLCseHR4MDO89mB8hjxQqCrR53lUJ0x5TxYCyKguUvCIzqiQvea3oNZkBCCgF8MUtuYtxB3kaBTMil12B3gcbsEtFPHdpizHEovfF8TwE15fhEJy59C6YCx5Dhy70HcZ7cuPNPuLD756T77fXr9W63Hy-f6yWm9JyAak01EslpLCibn1jpWxrlIgL3iomZKtqDlThgtKWN8iZoKYGh5YZ1npHa8vn5Gnq3Zq9Pg7hYIaz7k3Q6-VGjzfgdcMaIU80e8XktUMf44D-L0BBj6D0Tk-g9AhKZ2VQOfYyxTD_cQo46DjSsPnTAW3Srg__F_wAO9ZzMg</recordid><startdate>20130313</startdate><enddate>20130313</enddate><creator>Arama, Dominique P.</creator><creator>Lisowski, Vincent</creator><creator>Scarlata, Eliana</creator><creator>Fulcrand, Pierre</creator><creator>Maillard, Ludovic T.</creator><creator>Martinez, Jean</creator><creator>Masurier, Nicolas</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>AAYXX</scope><scope>CITATION</scope><scope>1XC</scope><orcidid>https://orcid.org/0000-0002-4474-4242</orcidid><orcidid>https://orcid.org/0000-0001-9169-8149</orcidid><orcidid>https://orcid.org/0000-0002-9437-9765</orcidid></search><sort><creationdate>20130313</creationdate><title>An efficient synthesis of pyrido-imidazodiazepinediones</title><author>Arama, Dominique P. ; Lisowski, Vincent ; Scarlata, Eliana ; Fulcrand, Pierre ; Maillard, Ludovic T. ; Martinez, Jean ; Masurier, Nicolas</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c340t-a1f78474c45bf6c77b5e7ee93b8247b853018e911b36e3241a50dec2a2bfd15c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>Chemical Sciences</topic><topic>Diazepinones</topic><topic>Friedel–Crafts acylation</topic><topic>Imidazo[1,2-a]pyridine</topic><topic>Polyfused heterocycles</topic><topic>Urea derivatives</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Arama, Dominique P.</creatorcontrib><creatorcontrib>Lisowski, Vincent</creatorcontrib><creatorcontrib>Scarlata, Eliana</creatorcontrib><creatorcontrib>Fulcrand, Pierre</creatorcontrib><creatorcontrib>Maillard, Ludovic T.</creatorcontrib><creatorcontrib>Martinez, Jean</creatorcontrib><creatorcontrib>Masurier, Nicolas</creatorcontrib><collection>CrossRef</collection><collection>Hyper Article en Ligne (HAL)</collection><jtitle>Tetrahedron letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Arama, Dominique P.</au><au>Lisowski, Vincent</au><au>Scarlata, Eliana</au><au>Fulcrand, Pierre</au><au>Maillard, Ludovic T.</au><au>Martinez, Jean</au><au>Masurier, Nicolas</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>An efficient synthesis of pyrido-imidazodiazepinediones</atitle><jtitle>Tetrahedron letters</jtitle><date>2013-03-13</date><risdate>2013</risdate><volume>54</volume><issue>11</issue><spage>1364</spage><epage>1367</epage><pages>1364-1367</pages><issn>0040-4039</issn><eissn>1873-3581</eissn><abstract>We herein report the synthesis of a series of 12 optically pure 3,4-dihydro-1H-pyrido-[1′,2′:1,2]-imidazo[4,5-d][1,3]diazepine-2,5-diones, which form a new family of azaheterocycle-fused [1,3]diazepines. 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subjects | Chemical Sciences Diazepinones Friedel–Crafts acylation Imidazo[1,2-a]pyridine Polyfused heterocycles Urea derivatives |
title | An efficient synthesis of pyrido-imidazodiazepinediones |
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