A Ring-Enlargement Reaction Yielding 1,2,5-Benzothiadiazonin-6-one 1,1-Dioxides
At room temperature or under reflux in MeCN, 3‐amino‐2H‐azirines 2 and 3,4‐dihydro‐2H‐1,2‐benzothiazin‐3‐one 1,1‐dioxide (4) give 1,2,5‐benzothiadiazonin‐6‐one 1,1‐dioxides5 in fair‐to‐good yield (Scheme 2). The structure of this novel type of heterocyclic compounds has been established by X‐ray cry...
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| Veröffentlicht in: | Helvetica chimica acta 1992-12, Vol.75 (8), p.2515-2519 |
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| container_title | Helvetica chimica acta |
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| creator | Orahovats, Alexander S. Linden, Anthony Heimgartner, Heinz |
| description | At room temperature or under reflux in MeCN, 3‐amino‐2H‐azirines 2 and 3,4‐dihydro‐2H‐1,2‐benzothiazin‐3‐one 1,1‐dioxide (4) give 1,2,5‐benzothiadiazonin‐6‐one 1,1‐dioxides5 in fair‐to‐good yield (Scheme 2). The structure of this novel type of heterocyclic compounds has been established by X‐ray crystallography of 5a (Fig.). A ring expansion via a zwitterionic intermediate of type A' is proposed as the reaction mechanism of the formation of 5. |
| doi_str_mv | 10.1002/hlca.19920750805 |
| format | Article |
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The structure of this novel type of heterocyclic compounds has been established by X‐ray crystallography of 5a (Fig.). A ring expansion via a zwitterionic intermediate of type A' is proposed as the reaction mechanism of the formation of 5.</description><identifier>ISSN: 0018-019X</identifier><identifier>EISSN: 1522-2675</identifier><identifier>DOI: 10.1002/hlca.19920750805</identifier><identifier>CODEN: HCACAV</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag GmbH</publisher><subject>Chemistry ; Condensed matter: structure, mechanical and thermal properties ; Exact sciences and technology ; Heterocyclic compounds ; Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms ; Organic chemistry ; Organic compounds ; Physics ; Preparations and properties ; Structure of solids and liquids; crystallography ; Structure of specific crystalline solids</subject><ispartof>Helvetica chimica acta, 1992-12, Vol.75 (8), p.2515-2519</ispartof><rights>Copyright © 1992 Verlag GmbH & Co. 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The structure of this novel type of heterocyclic compounds has been established by X‐ray crystallography of 5a (Fig.). A ring expansion via a zwitterionic intermediate of type A' is proposed as the reaction mechanism of the formation of 5.</description><subject>Chemistry</subject><subject>Condensed matter: structure, mechanical and thermal properties</subject><subject>Exact sciences and technology</subject><subject>Heterocyclic compounds</subject><subject>Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms</subject><subject>Organic chemistry</subject><subject>Organic compounds</subject><subject>Physics</subject><subject>Preparations and properties</subject><subject>Structure of solids and liquids; crystallography</subject><subject>Structure of specific crystalline solids</subject><issn>0018-019X</issn><issn>1522-2675</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1992</creationdate><recordtype>article</recordtype><recordid>eNqFkMFPwjAYxRujiYjePXLwSPFrt7brwQMiggmRCBjx1HRbB9XRkXWJwF_vCIboydN3eO_33peH0DWBDgGgt8s80R0iJQXBIAJ2ghqEUYopF-wUNQBIhIHI-Tm68P4DAKQE0UDjbmti3QL3Xa7LhVkZV7UmRieVLVzr3Zo8rdUWadM2w_fG7YpqaXVq9a5w1mGOC2dqleAHW2xsavwlOst07s3Vz22i18f-rDfEo_Hgqdcd4STgIcNZHGmT0Ag0TxmVEecmIFkaMk5TIWOQqSYS4qz-WMZBwInRPBSSxKmIhdBJ0ERwyE3KwvvSZGpd2pUut4qA2g-i9oOoX4PUyM0BWWuf6DwrtUusP3JhKAMuw9p2d7B92dxs_41Vw1Gv-7cGH3jrK7M58rr8VFwEgqm354Ga0ekLnfbmahp8Aw8kgEE</recordid><startdate>19921216</startdate><enddate>19921216</enddate><creator>Orahovats, Alexander S.</creator><creator>Linden, Anthony</creator><creator>Heimgartner, Heinz</creator><general>WILEY-VCH Verlag GmbH</general><general>WILEY‐VCH Verlag GmbH</general><general>Wiley</general><scope>BSCLL</scope><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>19921216</creationdate><title>A Ring-Enlargement Reaction Yielding 1,2,5-Benzothiadiazonin-6-one 1,1-Dioxides</title><author>Orahovats, Alexander S. ; Linden, Anthony ; Heimgartner, Heinz</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3645-fb8aec280a6d529866e31fd4562d79b09da190bf0199b3361ea64791bd7b77ac3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1992</creationdate><topic>Chemistry</topic><topic>Condensed matter: structure, mechanical and thermal properties</topic><topic>Exact sciences and technology</topic><topic>Heterocyclic compounds</topic><topic>Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms</topic><topic>Organic chemistry</topic><topic>Organic compounds</topic><topic>Physics</topic><topic>Preparations and properties</topic><topic>Structure of solids and liquids; crystallography</topic><topic>Structure of specific crystalline solids</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Orahovats, Alexander S.</creatorcontrib><creatorcontrib>Linden, Anthony</creatorcontrib><creatorcontrib>Heimgartner, Heinz</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>CrossRef</collection><jtitle>Helvetica chimica acta</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Orahovats, Alexander S.</au><au>Linden, Anthony</au><au>Heimgartner, Heinz</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A Ring-Enlargement Reaction Yielding 1,2,5-Benzothiadiazonin-6-one 1,1-Dioxides</atitle><jtitle>Helvetica chimica acta</jtitle><addtitle>HCA</addtitle><date>1992-12-16</date><risdate>1992</risdate><volume>75</volume><issue>8</issue><spage>2515</spage><epage>2519</epage><pages>2515-2519</pages><issn>0018-019X</issn><eissn>1522-2675</eissn><coden>HCACAV</coden><abstract>At room temperature or under reflux in MeCN, 3‐amino‐2H‐azirines 2 and 3,4‐dihydro‐2H‐1,2‐benzothiazin‐3‐one 1,1‐dioxide (4) give 1,2,5‐benzothiadiazonin‐6‐one 1,1‐dioxides5 in fair‐to‐good yield (Scheme 2). The structure of this novel type of heterocyclic compounds has been established by X‐ray crystallography of 5a (Fig.). A ring expansion via a zwitterionic intermediate of type A' is proposed as the reaction mechanism of the formation of 5.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag GmbH</pub><doi>10.1002/hlca.19920750805</doi><tpages>5</tpages></addata></record> |
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| ispartof | Helvetica chimica acta, 1992-12, Vol.75 (8), p.2515-2519 |
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| subjects | Chemistry Condensed matter: structure, mechanical and thermal properties Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms Organic chemistry Organic compounds Physics Preparations and properties Structure of solids and liquids crystallography Structure of specific crystalline solids |
| title | A Ring-Enlargement Reaction Yielding 1,2,5-Benzothiadiazonin-6-one 1,1-Dioxides |
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