FeCl3‑Promoted Carboxamidation and Cyclization of Aryl Isonitriles with Formamides toward Phenanthridine-6-carboxamides

An iron-promoted tandem carboxamidation and cyclization between aryl isonitriles and formamides has been developed. The one-pot strategy can be applied to a wide range of 2-isocyanobiphenyls and formamides with excellent functional group tolerance for the synthesis of phenanthridine-6-carboxamides i...

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Bibliographic Details
Published inJournal of organic chemistry Vol. 79; no. 20; pp. 9907 - 9912
Main Authors Tu, Hai-Yong, Liu, Yu-Rong, Chu, Jing-Jing, Hu, Bo-Lun, Zhang, Xing-Guo
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 17.10.2014
Amer Chemical Soc
Subjects
Catalysis
Chemistry
Chemistry, Organic
Chlorides - chemistry
Cyclization
Ferric Compounds - chemistry
Formamides - chemistry
Molecular Structure
Nitriles - chemistry
Phenanthridines - chemical synthesis
Phenanthridines - chemistry
Physical Sciences
Science & Technology
Stereoisomerism
2-ISOCYANOBIPHENYLS
PHENANTHRIDINE DERIVATIVES
ETHER
C BOND FORMATION
AMIDATION
OXIDATIVE CYCLIZATION
INHIBITORS
H ACTIVATION
AMIDES
6-(TRIFLUOROMETHYL)PHENANTHRIDINES
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Summary:An iron-promoted tandem carboxamidation and cyclization between aryl isonitriles and formamides has been developed. The one-pot strategy can be applied to a wide range of 2-isocyanobiphenyls and formamides with excellent functional group tolerance for the synthesis of phenanthridine-6-carboxamides in moderate to excellent yields.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:0022-3263
1520-6904
DOI:10.1021/jo502022c