Premium
Organocatalyzed CO 2 Trapping Using Alkynyl Indoles
Author(s) -
Xin Zhuo,
Lescot Camille,
Friis Stig D.,
Daasbjerg Kim,
Skrydstrup Troels
Publication year - 2015
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201500233
Subject(s) - regioselectivity , chemistry , indole test , catalysis , intermolecular force , trapping , medicinal chemistry , organic base , organic chemistry , stereochemistry , molecule , ecology , biology
The first organocatalyzed trapping of CO 2 through CC and CO bond formation is reported. Alkynyl indoles together with catalytic amounts of an organic base and five equivalents of CO 2 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 CC bond formation is the initial intermolecular step, followed by lactone‐forming CO bond formation.