Straightforward three-component synthesis of diarylmethylpiperazines and 1,2-diarylethylpiperazines
Several functionalized diarylmethylpiperazines and 1,2-diarylethylpiperazines have been synthesized in moderate to high yield according to a one-step three-component coupling between an aromatic or a benzylic organozinc reagent, a piperazine derivative, and an aromatic aldehyde. The procedure can be...
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| Veröffentlicht in: | Tetrahedron 2007-04, Vol.63 (18), p.3672-3681 |
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| container_title | Tetrahedron |
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| creator | Sengmany, Stéphane Le Gall, Erwan Le Jean, Cédric Troupel, Michel Nédélec, Jean-Yves |
| description | Several functionalized diarylmethylpiperazines and 1,2-diarylethylpiperazines have been synthesized in moderate to high yield according to a one-step three-component coupling between an aromatic or a benzylic organozinc reagent, a piperazine derivative, and an aromatic aldehyde. The procedure can be extended to the synthesis of benzylpiperazine derivatives or β-arylethylpiperazines toward the use of paraformaldehyde or aliphatic aldehydes.
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| doi_str_mv | 10.1016/j.tet.2007.02.086 |
| format | Article |
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[Display omitted]</description><subject>1,2-Diarylethylpiperazines</subject><subject>Arylzinc reagents</subject><subject>Benzylzinc reagents</subject><subject>Chemical Sciences</subject><subject>Diarylmethylpiperazines</subject><subject>Organic chemistry</subject><subject>Three-component reaction</subject><issn>0040-4020</issn><issn>1464-5416</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2007</creationdate><recordtype>article</recordtype><recordid>eNp9kEFLw0AQhRdRsFZ_gLdcBRNnNpvdBk-lqBUKHtTzskkmZkualN2lUn-9CREPHjwNzHvf8OYxdo2QIKC82yaBQsIBVAI8gYU8YTMUUsSZQHnKZgACYgEcztmF91sAQOTpjJWvwRn70YS6d5_GVVFoHFFc9rt931EXIn_sQkPe-qivo8oad2x3FJpju7d7cubLduQj01UR3vJ40v_Kl-ysNq2nq585Z--PD2-rdbx5eXpeLTdxmaYY4pwWIl2YfAwGKhVKkVAVFrVIhSwoLzDjORrFFYdCImWKaolcZsrIvC4onbOb6W5jWr13djeE0b2xer3c6HEHKfI8U_kBBy9O3tL13juqfwEEPTaqt3poVI-NauB6aHRg7ieGhicOlpz2paWupMo6KoOuevsP_Q0GJX-8</recordid><startdate>20070430</startdate><enddate>20070430</enddate><creator>Sengmany, Stéphane</creator><creator>Le Gall, Erwan</creator><creator>Le Jean, Cédric</creator><creator>Troupel, Michel</creator><creator>Nédélec, Jean-Yves</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>AAYXX</scope><scope>CITATION</scope><scope>1XC</scope><orcidid>https://orcid.org/0000-0001-6160-5810</orcidid><orcidid>https://orcid.org/0000-0002-8972-3971</orcidid></search><sort><creationdate>20070430</creationdate><title>Straightforward three-component synthesis of diarylmethylpiperazines and 1,2-diarylethylpiperazines</title><author>Sengmany, Stéphane ; Le Gall, Erwan ; Le Jean, Cédric ; Troupel, Michel ; Nédélec, Jean-Yves</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c331t-9e8438a91123073477e47d1bf4346be9b15291a72720b61e57ef612657a69fbe3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2007</creationdate><topic>1,2-Diarylethylpiperazines</topic><topic>Arylzinc reagents</topic><topic>Benzylzinc reagents</topic><topic>Chemical Sciences</topic><topic>Diarylmethylpiperazines</topic><topic>Organic chemistry</topic><topic>Three-component reaction</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Sengmany, Stéphane</creatorcontrib><creatorcontrib>Le Gall, Erwan</creatorcontrib><creatorcontrib>Le Jean, Cédric</creatorcontrib><creatorcontrib>Troupel, Michel</creatorcontrib><creatorcontrib>Nédélec, Jean-Yves</creatorcontrib><collection>CrossRef</collection><collection>Hyper Article en Ligne (HAL)</collection><jtitle>Tetrahedron</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Sengmany, Stéphane</au><au>Le Gall, Erwan</au><au>Le Jean, Cédric</au><au>Troupel, Michel</au><au>Nédélec, Jean-Yves</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Straightforward three-component synthesis of diarylmethylpiperazines and 1,2-diarylethylpiperazines</atitle><jtitle>Tetrahedron</jtitle><date>2007-04-30</date><risdate>2007</risdate><volume>63</volume><issue>18</issue><spage>3672</spage><epage>3681</epage><pages>3672-3681</pages><issn>0040-4020</issn><eissn>1464-5416</eissn><abstract>Several functionalized diarylmethylpiperazines and 1,2-diarylethylpiperazines have been synthesized in moderate to high yield according to a one-step three-component coupling between an aromatic or a benzylic organozinc reagent, a piperazine derivative, and an aromatic aldehyde. The procedure can be extended to the synthesis of benzylpiperazine derivatives or β-arylethylpiperazines toward the use of paraformaldehyde or aliphatic aldehydes.
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| ispartof | Tetrahedron, 2007-04, Vol.63 (18), p.3672-3681 |
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| language | eng |
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| source | Elsevier ScienceDirect Journals |
| subjects | 1,2-Diarylethylpiperazines Arylzinc reagents Benzylzinc reagents Chemical Sciences Diarylmethylpiperazines Organic chemistry Three-component reaction |
| title | Straightforward three-component synthesis of diarylmethylpiperazines and 1,2-diarylethylpiperazines |
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