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Organocatalyzed CO2 Trapping Using Alkynyl Indoles
Authors:Dr. Zhuo Xin  Dr. Camille Lescot  Dr. Stig D. Friis  Prof. Dr. Kim Daasbjerg  Prof. Dr. Troels Skrydstrup
Affiliation:Carbon Dioxide Activation Center (CADIAC), Interdisciplinary Nanoscience Center (iNANO) and Department of Chemistry, Aarhus University, Gustav Wieds Vej 14, 8000 Aarhus (Denmark) http://www.skrydstrup‐group.com
Abstract:The first organocatalyzed trapping of CO2 through C? C and C? O bond formation is reported. Alkynyl indoles together with catalytic amounts of an organic base and five equivalents of CO2 resulted in the formation new heterocyclic structures. These tricyclic indole‐containing products were successfully prepared under mild reaction conditions from aromatic, heteroaromatic, and aliphatic alkynyl indoles with complete regioselectivity. Further investigations suggest that C? C bond formation is the initial intermolecular step, followed by lactone‐forming C? O bond formation.
Keywords:carbon dioxide  heterocycles  lactones  organocatalysis  synthetic methods
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