A Tandem Isomerization/Prins Strategy: Iridium(III)/Brønsted Acid Cooperative Catalysis

Working together: A mild and efficient isomerization/protonation sequence generates pyran‐fused indoles by cooperative catalysis between cationic iridium(III) and Bi(OTf)3. Three distinct cyclization manifolds lead to the corresponding bioactive scaffolds in good yields. In addition, N‐substituted i...

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Veröffentlicht in:	Angewandte Chemie International Edition 2013-12, Vol.52 (49), p.12910-12914
Hauptverfasser:	Lombardo, Vince M., Thomas, Christopher D., Scheidt, Karl A.
Format:	Artikel
Sprache:	eng
Schlagworte:	bismuth Catalysis cooperative catalysis Coordination Complexes - chemistry Cyclization heterocycles Indoles - chemical synthesis Iridium - chemistry Isomerism Mesylates - chemistry Molecular Structure Phosphoric Acids - chemistry Pyrans - chemical synthesis Stereoisomerism synthetic methods
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creator	Lombardo, Vince M. Thomas, Christopher D. Scheidt, Karl A.
description	Working together: A mild and efficient isomerization/protonation sequence generates pyran‐fused indoles by cooperative catalysis between cationic iridium(III) and Bi(OTf)3. Three distinct cyclization manifolds lead to the corresponding bioactive scaffolds in good yields. In addition, N‐substituted indoles can be synthesized enantioselectively in the presence of a chiral phosphate.
doi_str_mv	10.1002/anie.201306462
format	Article
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Chem. Int. Ed</addtitle><date>2013-12-02</date><risdate>2013</risdate><volume>52</volume><issue>49</issue><spage>12910</spage><epage>12914</epage><pages>12910-12914</pages><issn>1433-7851</issn><eissn>1521-3773</eissn><coden>ACIEAY</coden><abstract>Working together: A mild and efficient isomerization/protonation sequence generates pyran‐fused indoles by cooperative catalysis between cationic iridium(III) and Bi(OTf)3. Three distinct cyclization manifolds lead to the corresponding bioactive scaffolds in good yields. In addition, N‐substituted indoles can be synthesized enantioselectively in the presence of a chiral phosphate.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><pmid>24218144</pmid><doi>10.1002/anie.201306462</doi><tpages>5</tpages><edition>International ed. in English</edition><oa>free_for_read</oa></addata></record>
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subjects	bismuth Catalysis cooperative catalysis Coordination Complexes - chemistry Cyclization heterocycles Indoles - chemical synthesis Iridium - chemistry Isomerism Mesylates - chemistry Molecular Structure Phosphoric Acids - chemistry Pyrans - chemical synthesis Stereoisomerism synthetic methods
title	A Tandem Isomerization/Prins Strategy: Iridium(III)/Brønsted Acid Cooperative Catalysis
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