Concise Approach toward Tetrazolo[1,5-a][1,4]benzodiazepines via a Novel Multicomponent Isocyanide-Based Condensation
A novel and efficient method for the synthesis of heteroannulated [1,4]benzodiazepines via an isocyanide-based multicomponent reaction is reported. The tetrazolo[1,5-a][1,4]benzodiazepines were obtained by a facile azide Ugi five-center four-component reaction (U-5C-4CR) using ketones, sodium azide,...
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| Veröffentlicht in: | Organic letters 2010-09, Vol.12 (17), p.3894-3897 |
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| container_issue | 17 |
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| container_title | Organic letters |
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| creator | Borisov, Roman S Polyakov, Anatoliy I Medvedeva, Lidia A Khrustalev, Victor N Guranova, Natalia I Voskressensky, Leonid G |
| description | A novel and efficient method for the synthesis of heteroannulated [1,4]benzodiazepines via an isocyanide-based multicomponent reaction is reported. The tetrazolo[1,5-a][1,4]benzodiazepines were obtained by a facile azide Ugi five-center four-component reaction (U-5C-4CR) using ketones, sodium azide, ammonium chloride, and corresponding isocyanide. The aforementioned tetrazolodiazepines represent a notable class of compounds with proven platelet aggregation inhibitory and cholecystokinin agonist activities. |
| doi_str_mv | 10.1021/ol101590w |
| format | Article |
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The aforementioned tetrazolodiazepines represent a notable class of compounds with proven platelet aggregation inhibitory and cholecystokinin agonist activities.</description><subject>Benzodiazepines - chemical synthesis</subject><subject>Benzodiazepines - chemistry</subject><subject>Benzodiazepines - pharmacology</subject><subject>Catalysis</subject><subject>Cholecystokinin - agonists</subject><subject>Molecular Structure</subject><subject>Nitriles - chemistry</subject><subject>Platelet Aggregation Inhibitors - chemical synthesis</subject><subject>Platelet Aggregation Inhibitors - chemistry</subject><subject>Platelet Aggregation Inhibitors - pharmacology</subject><subject>Tetrazoles - chemical synthesis</subject><subject>Tetrazoles - chemistry</subject><subject>Tetrazoles - pharmacology</subject><issn>1523-7060</issn><issn>1523-7052</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNptkElLBDEQhYMo7gf_gOQiItha6W06Rx3cwOWiJ5GmklRjpCdpO92K8-uNjM7Juryi-HjFe4ztCTgRkIpT3woQhYTPFbYpijRLJlCkq8u9hA22FcIbgIgXuc42UihllVfpJhun3mkbiJ91Xe9Rv_LBf2Jv-CMNPc5965_FcZHgS5T8RZGbe2NxTp11FPiHRY783n9Qy-_GdrDazzrvyA38Jnj9hc4aSs4xkOHxkSEXcLDe7bC1BttAu7-6zZ4uLx6n18ntw9XN9Ow2wayCISHAUlGOBkSuFJiy0SrVYARhVQkJqJq0IZVLWRRQZBWWqAspJxmp0phSZdvscOEbs72PFIZ6ZoOmtkVHfgz1JJcQpyojebQgde9D6Kmpu97OsP-qBdQ_JdfLkiO7_-s6qhmZJfnXagQOFgDqUL_5sXcx5D9G3xL-hWY</recordid><startdate>20100903</startdate><enddate>20100903</enddate><creator>Borisov, Roman S</creator><creator>Polyakov, Anatoliy I</creator><creator>Medvedeva, Lidia A</creator><creator>Khrustalev, Victor N</creator><creator>Guranova, Natalia I</creator><creator>Voskressensky, Leonid G</creator><general>American Chemical Society</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20100903</creationdate><title>Concise Approach toward Tetrazolo[1,5-a][1,4]benzodiazepines via a Novel Multicomponent Isocyanide-Based Condensation</title><author>Borisov, Roman S ; Polyakov, Anatoliy I ; Medvedeva, Lidia A ; Khrustalev, Victor N ; Guranova, Natalia I ; Voskressensky, Leonid G</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a380t-e0a6be4ad014bb0d6fcb2c0d1ea88190abf2feb499550538a6ac59973eb6dd6b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><topic>Benzodiazepines - chemical synthesis</topic><topic>Benzodiazepines - chemistry</topic><topic>Benzodiazepines - pharmacology</topic><topic>Catalysis</topic><topic>Cholecystokinin - agonists</topic><topic>Molecular Structure</topic><topic>Nitriles - chemistry</topic><topic>Platelet Aggregation Inhibitors - chemical synthesis</topic><topic>Platelet Aggregation Inhibitors - chemistry</topic><topic>Platelet Aggregation Inhibitors - pharmacology</topic><topic>Tetrazoles - chemical synthesis</topic><topic>Tetrazoles - chemistry</topic><topic>Tetrazoles - pharmacology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Borisov, Roman S</creatorcontrib><creatorcontrib>Polyakov, Anatoliy I</creatorcontrib><creatorcontrib>Medvedeva, Lidia A</creatorcontrib><creatorcontrib>Khrustalev, Victor N</creatorcontrib><creatorcontrib>Guranova, Natalia I</creatorcontrib><creatorcontrib>Voskressensky, Leonid G</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Organic letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Borisov, Roman S</au><au>Polyakov, Anatoliy I</au><au>Medvedeva, Lidia A</au><au>Khrustalev, Victor N</au><au>Guranova, Natalia I</au><au>Voskressensky, Leonid G</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Concise Approach toward Tetrazolo[1,5-a][1,4]benzodiazepines via a Novel Multicomponent Isocyanide-Based Condensation</atitle><jtitle>Organic letters</jtitle><addtitle>Org. Lett</addtitle><date>2010-09-03</date><risdate>2010</risdate><volume>12</volume><issue>17</issue><spage>3894</spage><epage>3897</epage><pages>3894-3897</pages><issn>1523-7060</issn><eissn>1523-7052</eissn><abstract>A novel and efficient method for the synthesis of heteroannulated [1,4]benzodiazepines via an isocyanide-based multicomponent reaction is reported. The tetrazolo[1,5-a][1,4]benzodiazepines were obtained by a facile azide Ugi five-center four-component reaction (U-5C-4CR) using ketones, sodium azide, ammonium chloride, and corresponding isocyanide. The aforementioned tetrazolodiazepines represent a notable class of compounds with proven platelet aggregation inhibitory and cholecystokinin agonist activities.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>20698482</pmid><doi>10.1021/ol101590w</doi><tpages>4</tpages></addata></record> |
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| ispartof | Organic letters, 2010-09, Vol.12 (17), p.3894-3897 |
| issn | 1523-7060 1523-7052 |
| language | eng |
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| source | MEDLINE; American Chemical Society Journals |
| subjects | Benzodiazepines - chemical synthesis Benzodiazepines - chemistry Benzodiazepines - pharmacology Catalysis Cholecystokinin - agonists Molecular Structure Nitriles - chemistry Platelet Aggregation Inhibitors - chemical synthesis Platelet Aggregation Inhibitors - chemistry Platelet Aggregation Inhibitors - pharmacology Tetrazoles - chemical synthesis Tetrazoles - chemistry Tetrazoles - pharmacology |
| title | Concise Approach toward Tetrazolo[1,5-a][1,4]benzodiazepines via a Novel Multicomponent Isocyanide-Based Condensation |
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