Access to Amides and Lactams via Pyridotriazole as a Transformable Directing Group

Amide and lactam frameworks were synthesized via an efficient two-step strategy. In this protocol, pyridotriazoles were first treated with isocyanates to form the corresponding amides, which were found to be sufficiently reactive to undergo subsequent intramolecular N–H insertion in the absence of a...

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Bibliographic Details
Published inJournal of organic chemistry Vol. 88; no. 22; pp. 15597 - 15607
Main Authors Chen, Yuting, Li, Zhiyang, Xu, Yanning, Huang, Tianle, Hai, Li, Nie, Ruifang, Wu, Yong
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 17.11.2023
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ISOTHIOCYANATES
MILD
AMIDATION
CATALYZED TRANSANNULATION REACTION
ISOCYANATES
PYRIDINES
ALKYNES
C-H ACTIVATION
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Summary:Amide and lactam frameworks were synthesized via an efficient two-step strategy. In this protocol, pyridotriazoles were first treated with isocyanates to form the corresponding amides, which were found to be sufficiently reactive to undergo subsequent intramolecular N–H insertion in the absence of any additional reagents or catalysts.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.3c01490