Propylene oxide assisted one-pot, tandem synthesis of substituted-1,3,4-oxadiazole-2(3H)-ones in water
It has been developed for the synthesis of substituted-1,3,4-oxadiazole-2(3H)-one derivatives via a novel one-pot, tandem procedure assisted by propylene oxide. The 5-substitued-1,3,4-oxadiazole-2(3H)-ones and 3,5-disubstitued-1,3,4-oxadiazole-2(3H)-ones were, respectively, obtained from three-compo...
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| Veröffentlicht in: | Tetrahedron 2012-09, Vol.68 (38), p.7978-7983 |
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| container_issue | 38 |
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| container_title | Tetrahedron |
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| creator | Yan, Xu Zhou, Shuo Wang, Yuanqiang Ge, Zemei Cheng, Tieming Li, Runtao |
| description | It has been developed for the synthesis of substituted-1,3,4-oxadiazole-2(3H)-one derivatives via a novel one-pot, tandem procedure assisted by propylene oxide. The 5-substitued-1,3,4-oxadiazole-2(3H)-ones and 3,5-disubstitued-1,3,4-oxadiazole-2(3H)-ones were, respectively, obtained from three-component reaction of acylhydrazines, carbon disulfide, and propylene oxide, and four-component reaction of acylhydarazines, carbon disulfide, propylene oxide, and organic halides. The reactions were carried out using water as solvent in the presence of potassium phosphate to afford the expected products in good to excellent yields.
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| doi_str_mv | 10.1016/j.tet.2012.07.004 |
| format | Article |
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[Display omitted]</description><subject>Carbon disulfide</subject><subject>Chemistry</subject><subject>Derivatives</subject><subject>Environmentally friendly</subject><subject>Exact sciences and technology</subject><subject>Halides</subject><subject>Heterocyclic compounds</subject><subject>Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms</subject><subject>Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives</subject><subject>One-pot</subject><subject>Organic chemistry</subject><subject>Potassium phosphates</subject><subject>Preparations and properties</subject><subject>Propylene oxide</subject><subject>Solvents</subject><subject>Substituted-1,3,4-oxadiazole-2(3H)-ones</subject><subject>Synthesis</subject><subject>Tandem procedure</subject><subject>Tetrahedrons</subject><issn>0040-4020</issn><issn>1464-5416</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2012</creationdate><recordtype>article</recordtype><recordid>eNp9kF9rVDEQxYMouFY_gG95ESpsrpM_N7nik5RqhYI-tM8hm0wwy92bNclq10_flC197MsMzPzOGeYQ8p7DwIHrT9uhYRsEcDGAGQDUC7LiSis2Kq5fklWfAFMg4DV5U-sWADgXckXir5L3xxkXpPkuBaSu1lQbBpoXZPvc1rS5JeCO1uPSfmNf0hxpPWxqS-3QQcbXcq1YvnMhuf95RibO5dVH1vWVpoX-cw3LW_Iqurniu8d-Rm6_Xd5cXLHrn99_XHy9Zl5qaCxEnAzo6MJk3KjViGA4gsQ4yo00ohchtIwctNtAHONk5KjABz1JVBsvz8j5yXdf8p8D1mZ3qXqcZ7dgPlTLjVJ64npUHeUn1Jdca8Fo9yXtXDlaDvYhU7u1PVP7kKkFY3uCXfPh0d5V7-ZY3OJTfRIKLdRnbXTnvpw47L_-TVhs9QkXjyEV9M2GnJ65cg84_4tI</recordid><startdate>20120923</startdate><enddate>20120923</enddate><creator>Yan, Xu</creator><creator>Zhou, Shuo</creator><creator>Wang, Yuanqiang</creator><creator>Ge, Zemei</creator><creator>Cheng, Tieming</creator><creator>Li, Runtao</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope></search><sort><creationdate>20120923</creationdate><title>Propylene oxide assisted one-pot, tandem synthesis of substituted-1,3,4-oxadiazole-2(3H)-ones in water</title><author>Yan, Xu ; Zhou, Shuo ; Wang, Yuanqiang ; Ge, Zemei ; Cheng, Tieming ; Li, Runtao</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c360t-dfe8706fad87a5645e071e03ef53b3723b32263f106ab0f5f873540cd683e4bc3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2012</creationdate><topic>Carbon disulfide</topic><topic>Chemistry</topic><topic>Derivatives</topic><topic>Environmentally friendly</topic><topic>Exact sciences and technology</topic><topic>Halides</topic><topic>Heterocyclic compounds</topic><topic>Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms</topic><topic>Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives</topic><topic>One-pot</topic><topic>Organic chemistry</topic><topic>Potassium phosphates</topic><topic>Preparations and properties</topic><topic>Propylene oxide</topic><topic>Solvents</topic><topic>Substituted-1,3,4-oxadiazole-2(3H)-ones</topic><topic>Synthesis</topic><topic>Tandem procedure</topic><topic>Tetrahedrons</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yan, Xu</creatorcontrib><creatorcontrib>Zhou, Shuo</creatorcontrib><creatorcontrib>Wang, Yuanqiang</creatorcontrib><creatorcontrib>Ge, Zemei</creatorcontrib><creatorcontrib>Cheng, Tieming</creatorcontrib><creatorcontrib>Li, Runtao</creatorcontrib><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Tetrahedron</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Yan, Xu</au><au>Zhou, Shuo</au><au>Wang, Yuanqiang</au><au>Ge, Zemei</au><au>Cheng, Tieming</au><au>Li, Runtao</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Propylene oxide assisted one-pot, tandem synthesis of substituted-1,3,4-oxadiazole-2(3H)-ones in water</atitle><jtitle>Tetrahedron</jtitle><date>2012-09-23</date><risdate>2012</risdate><volume>68</volume><issue>38</issue><spage>7978</spage><epage>7983</epage><pages>7978-7983</pages><issn>0040-4020</issn><eissn>1464-5416</eissn><coden>TETRAB</coden><abstract>It has been developed for the synthesis of substituted-1,3,4-oxadiazole-2(3H)-one derivatives via a novel one-pot, tandem procedure assisted by propylene oxide. The 5-substitued-1,3,4-oxadiazole-2(3H)-ones and 3,5-disubstitued-1,3,4-oxadiazole-2(3H)-ones were, respectively, obtained from three-component reaction of acylhydrazines, carbon disulfide, and propylene oxide, and four-component reaction of acylhydarazines, carbon disulfide, propylene oxide, and organic halides. The reactions were carried out using water as solvent in the presence of potassium phosphate to afford the expected products in good to excellent yields.
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| fulltext | fulltext |
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| ispartof | Tetrahedron, 2012-09, Vol.68 (38), p.7978-7983 |
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| source | ScienceDirect Journals (5 years ago - present) |
| subjects | Carbon disulfide Chemistry Derivatives Environmentally friendly Exact sciences and technology Halides Heterocyclic compounds Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives One-pot Organic chemistry Potassium phosphates Preparations and properties Propylene oxide Solvents Substituted-1,3,4-oxadiazole-2(3H)-ones Synthesis Tandem procedure Tetrahedrons |
| title | Propylene oxide assisted one-pot, tandem synthesis of substituted-1,3,4-oxadiazole-2(3H)-ones in water |
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