Lewis and Brønsted Acid Induced (3 + 2)-Annulation of Donor–Acceptor Cyclopropanes to Alkynes: Indene Assembly
(3 + 2)-Annulation of donor–acceptor cyclopropanes to alkynes induced by both Lewis and Brønsted acids has been developed. The reaction provides a rapid approach to functionalized indenes displaying intense visible emission (λmax = 430 nm, Φ = 0.28–0.34).
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| Veröffentlicht in: | Organic letters 2015-02, Vol.17 (4), p.770-773 |
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| container_end_page | 773 |
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| container_title | Organic letters |
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| creator | Rakhmankulov, Eduard R Ivanov, Konstantin L Budynina, Ekaterina M Ivanova, Olga A Chagarovskiy, Alexey O Skvortsov, Dmitriy A Latyshev, Gennadij V Trushkov, Igor V Melnikov, Mikhail Ya |
| description | (3 + 2)-Annulation of donor–acceptor cyclopropanes to alkynes induced by both Lewis and Brønsted acids has been developed. The reaction provides a rapid approach to functionalized indenes displaying intense visible emission (λmax = 430 nm, Φ = 0.28–0.34). |
| doi_str_mv | 10.1021/ol5037562 |
| format | Article |
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Lett</addtitle><description>(3 + 2)-Annulation of donor–acceptor cyclopropanes to alkynes induced by both Lewis and Brønsted acids has been developed. The reaction provides a rapid approach to functionalized indenes displaying intense visible emission (λmax = 430 nm, Φ = 0.28–0.34).</description><subject>Alkynes - chemistry</subject><subject>Catalysis</subject><subject>Cyclopropanes - chemistry</subject><subject>Indenes - chemistry</subject><subject>Lewis Acids - chemistry</subject><subject>Molecular Structure</subject><subject>Stereoisomerism</subject><issn>1523-7060</issn><issn>1523-7052</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNptkLtOwzAYhS0EolAYeAHkBakVCvgSxzFbKLdKlVhgjhzHkVJSu7UToWy8Ay_DzpvwJLhq6cT03z4dnf8AcIbRFUYEX9uGIcpZQvbAEWaERhwxsr_rEzQAx97PEcJhIw7BgLAkSRERR2A10--1h9KU8NZ9fxnf6hJmqi7h1JSdCsOIwktIxlFmTNfItrYG2greWWPdz8dnppRettbBSa8au3R2KY32sLUwa9760N6shbTRMPNeL4qmPwEHlWy8Pt3WIXh9uH-ZPEWz58fpJJtFkmLWRkwURcGFIIIqWhCMtMRpoQkSscCKSowVJ6kguCxJuMVMYkp5WsaI8EpyQYdgtNENplad9m2-qL3STRMM2s7nOGGcYp7GLKDjDaqc9d7pKl-6eiFdn2OUrxPOdwkH9nwr2xULXe7Iv0gDcLEBpPL53HbOhC__EfoF1g2BPA</recordid><startdate>20150220</startdate><enddate>20150220</enddate><creator>Rakhmankulov, Eduard R</creator><creator>Ivanov, Konstantin L</creator><creator>Budynina, Ekaterina M</creator><creator>Ivanova, Olga A</creator><creator>Chagarovskiy, Alexey O</creator><creator>Skvortsov, Dmitriy A</creator><creator>Latyshev, Gennadij V</creator><creator>Trushkov, Igor V</creator><creator>Melnikov, Mikhail Ya</creator><general>American Chemical Society</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20150220</creationdate><title>Lewis and Brønsted Acid Induced (3 + 2)-Annulation of Donor–Acceptor Cyclopropanes to Alkynes: Indene Assembly</title><author>Rakhmankulov, Eduard R ; Ivanov, Konstantin L ; Budynina, Ekaterina M ; Ivanova, Olga A ; Chagarovskiy, Alexey O ; Skvortsov, Dmitriy A ; Latyshev, Gennadij V ; Trushkov, Igor V ; Melnikov, Mikhail Ya</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a315t-59bbb799293c3b210ea18be209491c3a11c728921dd20ea45a13378d4027fa793</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><topic>Alkynes - chemistry</topic><topic>Catalysis</topic><topic>Cyclopropanes - chemistry</topic><topic>Indenes - chemistry</topic><topic>Lewis Acids - chemistry</topic><topic>Molecular Structure</topic><topic>Stereoisomerism</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Rakhmankulov, Eduard R</creatorcontrib><creatorcontrib>Ivanov, Konstantin L</creatorcontrib><creatorcontrib>Budynina, Ekaterina M</creatorcontrib><creatorcontrib>Ivanova, Olga A</creatorcontrib><creatorcontrib>Chagarovskiy, Alexey O</creatorcontrib><creatorcontrib>Skvortsov, Dmitriy A</creatorcontrib><creatorcontrib>Latyshev, Gennadij V</creatorcontrib><creatorcontrib>Trushkov, Igor V</creatorcontrib><creatorcontrib>Melnikov, Mikhail Ya</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Organic letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Rakhmankulov, Eduard R</au><au>Ivanov, Konstantin L</au><au>Budynina, Ekaterina M</au><au>Ivanova, Olga A</au><au>Chagarovskiy, Alexey O</au><au>Skvortsov, Dmitriy A</au><au>Latyshev, Gennadij V</au><au>Trushkov, Igor V</au><au>Melnikov, Mikhail Ya</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Lewis and Brønsted Acid Induced (3 + 2)-Annulation of Donor–Acceptor Cyclopropanes to Alkynes: Indene Assembly</atitle><jtitle>Organic letters</jtitle><addtitle>Org. 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| fulltext | fulltext |
| identifier | ISSN: 1523-7060 |
| ispartof | Organic letters, 2015-02, Vol.17 (4), p.770-773 |
| issn | 1523-7060 1523-7052 |
| language | eng |
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| source | American Chemical Society; MEDLINE |
| subjects | Alkynes - chemistry Catalysis Cyclopropanes - chemistry Indenes - chemistry Lewis Acids - chemistry Molecular Structure Stereoisomerism |
| title | Lewis and Brønsted Acid Induced (3 + 2)-Annulation of Donor–Acceptor Cyclopropanes to Alkynes: Indene Assembly |
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