A novel Fischer pseudo-benzylic decarboxylation approach to the 1,2,3,4-tetrahydro-cyclopenta[b]indol-3-yl system
[Display omitted] A novel Fischer pseudo-benzylic decarboxylation approach to the 1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl system was developed starting from geminally substituted cyclopentanone derivatives and appropriately substituted phenyl hydrazines. In addition, we demonstrate that substituen...
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Veröffentlicht in: | Tetrahedron letters 2015-01, Vol.56 (2), p.378-381 |
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creator | Garrido Montalban, Antonio Ma, You-An Johannsen, Steve Tandel, Sagun Martinelli, Michael J. |
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A novel Fischer pseudo-benzylic decarboxylation approach to the 1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl system was developed starting from geminally substituted cyclopentanone derivatives and appropriately substituted phenyl hydrazines. In addition, we demonstrate that substituents at the 3- and 7-positions can, for example, be useful synthetic handles for further functionalization. |
doi_str_mv | 10.1016/j.tetlet.2014.11.101 |
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A novel Fischer pseudo-benzylic decarboxylation approach to the 1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl system was developed starting from geminally substituted cyclopentanone derivatives and appropriately substituted phenyl hydrazines. In addition, we demonstrate that substituents at the 3- and 7-positions can, for example, be useful synthetic handles for further functionalization.</description><identifier>ISSN: 0040-4039</identifier><identifier>EISSN: 1873-3581</identifier><identifier>DOI: 10.1016/j.tetlet.2014.11.101</identifier><language>eng</language><publisher>Elsevier Ltd</publisher><subject>Decarboxylation ; Derivatives ; Fischer synthesis ; Handles ; Hydrazines ; Hydrolysis ; Indoles ; Phenyls ; Tautomerization ; Tetrahedrons</subject><ispartof>Tetrahedron letters, 2015-01, Vol.56 (2), p.378-381</ispartof><rights>2014 Elsevier Ltd</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c479t-d50ec970a4e3f8bb5e334cfc051af3cb286ffd23327b77596f5ae96531730b0e3</citedby><cites>FETCH-LOGICAL-c479t-d50ec970a4e3f8bb5e334cfc051af3cb286ffd23327b77596f5ae96531730b0e3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.tetlet.2014.11.101$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,777,781,3537,27905,27906,45976</link.rule.ids></links><search><creatorcontrib>Garrido Montalban, Antonio</creatorcontrib><creatorcontrib>Ma, You-An</creatorcontrib><creatorcontrib>Johannsen, Steve</creatorcontrib><creatorcontrib>Tandel, Sagun</creatorcontrib><creatorcontrib>Martinelli, Michael J.</creatorcontrib><title>A novel Fischer pseudo-benzylic decarboxylation approach to the 1,2,3,4-tetrahydro-cyclopenta[b]indol-3-yl system</title><title>Tetrahedron letters</title><description>[Display omitted]
A novel Fischer pseudo-benzylic decarboxylation approach to the 1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl system was developed starting from geminally substituted cyclopentanone derivatives and appropriately substituted phenyl hydrazines. In addition, we demonstrate that substituents at the 3- and 7-positions can, for example, be useful synthetic handles for further functionalization.</description><subject>Decarboxylation</subject><subject>Derivatives</subject><subject>Fischer synthesis</subject><subject>Handles</subject><subject>Hydrazines</subject><subject>Hydrolysis</subject><subject>Indoles</subject><subject>Phenyls</subject><subject>Tautomerization</subject><subject>Tetrahedrons</subject><issn>0040-4039</issn><issn>1873-3581</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><recordid>eNp9UE1LAzEUDKJg_fgHHnL00NRkk93sXoRSrAoFL3oSCdnsW5qSbrZJWlx_vVvq2Xd5MMwMM4PQHaMzRlnxsJklSA7SLKNMzBg7omdowkrJCc9Ldo4mlApKBOXVJbqKcUPHK0o6Qbs57vwBHF7aaNYQcB9h33hSQ_czOGtwA0aH2n8PTifrO6z7Pnht1jh5nNaA2TSb8qkgY4Kg10MTPDGDcb6HLunP-st2jXeEk8HhOMQE2xt00WoX4fbvX6OP5dP74oWs3p5fF_MVMUJWiTQ5BVNJqgXwtqzrHDgXpjU0Z7rlps7Kom2bjPNM1lLmVdHmGqoi50xyWlPg1-j-5Dvm3e0hJrUdK4JzugO_j4pJIQopKpmPVHGimuBjDNCqPtitDoNiVB0XVht1WlgdF1aMHdFR9niSwVjjYCGoaCx0BhobwCTVePu_wS-Kd4ey</recordid><startdate>20150108</startdate><enddate>20150108</enddate><creator>Garrido Montalban, Antonio</creator><creator>Ma, You-An</creator><creator>Johannsen, Steve</creator><creator>Tandel, Sagun</creator><creator>Martinelli, Michael J.</creator><general>Elsevier Ltd</general><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>20150108</creationdate><title>A novel Fischer pseudo-benzylic decarboxylation approach to the 1,2,3,4-tetrahydro-cyclopenta[b]indol-3-yl system</title><author>Garrido Montalban, Antonio ; Ma, You-An ; Johannsen, Steve ; Tandel, Sagun ; Martinelli, Michael J.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c479t-d50ec970a4e3f8bb5e334cfc051af3cb286ffd23327b77596f5ae96531730b0e3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><topic>Decarboxylation</topic><topic>Derivatives</topic><topic>Fischer synthesis</topic><topic>Handles</topic><topic>Hydrazines</topic><topic>Hydrolysis</topic><topic>Indoles</topic><topic>Phenyls</topic><topic>Tautomerization</topic><topic>Tetrahedrons</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Garrido Montalban, Antonio</creatorcontrib><creatorcontrib>Ma, You-An</creatorcontrib><creatorcontrib>Johannsen, Steve</creatorcontrib><creatorcontrib>Tandel, Sagun</creatorcontrib><creatorcontrib>Martinelli, Michael J.</creatorcontrib><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 letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Garrido Montalban, Antonio</au><au>Ma, You-An</au><au>Johannsen, Steve</au><au>Tandel, Sagun</au><au>Martinelli, Michael J.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A novel Fischer pseudo-benzylic decarboxylation approach to the 1,2,3,4-tetrahydro-cyclopenta[b]indol-3-yl system</atitle><jtitle>Tetrahedron letters</jtitle><date>2015-01-08</date><risdate>2015</risdate><volume>56</volume><issue>2</issue><spage>378</spage><epage>381</epage><pages>378-381</pages><issn>0040-4039</issn><eissn>1873-3581</eissn><abstract>[Display omitted]
A novel Fischer pseudo-benzylic decarboxylation approach to the 1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl system was developed starting from geminally substituted cyclopentanone derivatives and appropriately substituted phenyl hydrazines. In addition, we demonstrate that substituents at the 3- and 7-positions can, for example, be useful synthetic handles for further functionalization.</abstract><pub>Elsevier Ltd</pub><doi>10.1016/j.tetlet.2014.11.101</doi><tpages>4</tpages></addata></record> |
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subjects | Decarboxylation Derivatives Fischer synthesis Handles Hydrazines Hydrolysis Indoles Phenyls Tautomerization Tetrahedrons |
title | A novel Fischer pseudo-benzylic decarboxylation approach to the 1,2,3,4-tetrahydro-cyclopenta[b]indol-3-yl system |
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