Base-free amination of BH acetates of 2-chloroquinolinyl-3-carboxaldehydes: a facile route to the synthesis of N-substituted-1,2-dihydrobenzo[ b][1,8]naphthyridines
An efficient base-free one-pot synthesis of 1,2-dihydrobenzo[ b][1,8]naphthyridines from BH acetates of 2-chloro-3-formylquinolines and activated alkenes followed by their acetylation, with different amines have been reported. These reactions are completed in very short time and provided the product...
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| Veröffentlicht in: | Tetrahedron 2011-04, Vol.67 (13), p.2441-2446 |
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| container_title | Tetrahedron |
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| creator | Singh, Bhawana Chandra, Atish Singh, Radhey M. |
| description | An efficient base-free one-pot synthesis of 1,2-dihydrobenzo[
b][1,8]naphthyridines from BH acetates of 2-chloro-3-formylquinolines and activated alkenes followed by their acetylation, with different amines have been reported. These reactions are completed in very short time and provided the products in good to excellent yields. We further explored the scope of BH acetate with carbon nucleophile providing a new route to the synthesis of acridine derivative in excellent yield under mild condition.
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| doi_str_mv | 10.1016/j.tet.2011.01.076 |
| format | Article |
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b][1,8]naphthyridines from BH acetates of 2-chloro-3-formylquinolines and activated alkenes followed by their acetylation, with different amines have been reported. These reactions are completed in very short time and provided the products in good to excellent yields. We further explored the scope of BH acetate with carbon nucleophile providing a new route to the synthesis of acridine derivative in excellent yield under mild condition.
[Display omitted]</description><subject>Acetates</subject><subject>Acetylation</subject><subject>Acridine</subject><subject>Alkenes</subject><subject>Amination</subject><subject>Baylis–Hillman</subject><subject>Carbon</subject><subject>Chemistry</subject><subject>Derivatives</subject><subject>Exact sciences and technology</subject><subject>Heterocyclic compounds</subject><subject>Heterocyclic compounds with only one n hetero atom and condensed derivatives</subject><subject>Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings</subject><subject>Naphthyridine</subject><subject>Nucleophiles</subject><subject>Organic chemistry</subject><subject>Preparations and properties</subject><subject>Quinoline</subject><subject>Synthesis (chemistry)</subject><subject>Tetrahedrons</subject><issn>0040-4020</issn><issn>1464-5416</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><recordid>eNp9kUGLFDEQhRtRcFz9Ad5yETxsxko6nZ7Wk7u4u8KiFz0tS0gnFTpDTzImmcX29_hDzTiLR6GgKPjeKx6vaV4zWDNg8t12XbCsOTC2hjq9fNKsmJCCdoLJp80KQAAVwOF58yLnLUAlebtqfl_ojNQlRKJ3PujiYyDRkYsbog0WXTAfT07NNMcUfxx8iLMPy0xbanQa4089W5wWi_k90cRp42ckKR4KkhJJmZDkJdSV_V-jLzQfxlx8qYCl7JxT66s6xRHDr3hHxvs7dr65D3o_lWlJ3vqA-WXzzOk546vHfdZ8v_r07fKG3n69_nz58ZaaVkKhVtqxtxpl243CmXEAC303bNAOHbScC9m7oR0Z2H4UWjDBQGpnrGS9q6Rpz5q3J9_9MSnmonY-G5xnHTAesmK9qB5iI6Ci7ISaFHNO6NQ--Z1Oi2Kgjo2oraqNqGMjCur0smrePNrrbPTskg7G539C3g5dyzir3IcThzXrg8eksvEYDFqf0BRlo__Plz_ofKMV</recordid><startdate>20110401</startdate><enddate>20110401</enddate><creator>Singh, Bhawana</creator><creator>Chandra, Atish</creator><creator>Singh, Radhey M.</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope></search><sort><creationdate>20110401</creationdate><title>Base-free amination of BH acetates of 2-chloroquinolinyl-3-carboxaldehydes: a facile route to the synthesis of N-substituted-1,2-dihydrobenzo[ b][1,8]naphthyridines</title><author>Singh, Bhawana ; Chandra, Atish ; Singh, Radhey M.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c360t-d6db7dae635b4fcb90d07598ed950322467f93b10d7b4a414106afcd617fd07c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2011</creationdate><topic>Acetates</topic><topic>Acetylation</topic><topic>Acridine</topic><topic>Alkenes</topic><topic>Amination</topic><topic>Baylis–Hillman</topic><topic>Carbon</topic><topic>Chemistry</topic><topic>Derivatives</topic><topic>Exact sciences and technology</topic><topic>Heterocyclic compounds</topic><topic>Heterocyclic compounds with only one n hetero atom and condensed derivatives</topic><topic>Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings</topic><topic>Naphthyridine</topic><topic>Nucleophiles</topic><topic>Organic chemistry</topic><topic>Preparations and properties</topic><topic>Quinoline</topic><topic>Synthesis (chemistry)</topic><topic>Tetrahedrons</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Singh, Bhawana</creatorcontrib><creatorcontrib>Chandra, Atish</creatorcontrib><creatorcontrib>Singh, Radhey M.</creatorcontrib><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</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>Singh, Bhawana</au><au>Chandra, Atish</au><au>Singh, Radhey M.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Base-free amination of BH acetates of 2-chloroquinolinyl-3-carboxaldehydes: a facile route to the synthesis of N-substituted-1,2-dihydrobenzo[ b][1,8]naphthyridines</atitle><jtitle>Tetrahedron</jtitle><date>2011-04-01</date><risdate>2011</risdate><volume>67</volume><issue>13</issue><spage>2441</spage><epage>2446</epage><pages>2441-2446</pages><issn>0040-4020</issn><eissn>1464-5416</eissn><coden>TETRAB</coden><abstract>An efficient base-free one-pot synthesis of 1,2-dihydrobenzo[
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| fulltext | fulltext |
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| ispartof | Tetrahedron, 2011-04, Vol.67 (13), p.2441-2446 |
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| language | eng |
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| source | Elsevier ScienceDirect Journals Complete |
| subjects | Acetates Acetylation Acridine Alkenes Amination Baylis–Hillman Carbon Chemistry Derivatives Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with only one n hetero atom and condensed derivatives Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings Naphthyridine Nucleophiles Organic chemistry Preparations and properties Quinoline Synthesis (chemistry) Tetrahedrons |
| title | Base-free amination of BH acetates of 2-chloroquinolinyl-3-carboxaldehydes: a facile route to the synthesis of N-substituted-1,2-dihydrobenzo[ b][1,8]naphthyridines |
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