NDLI: Synthesis of [5,6]-Bicyclic Heterocycles with a Ring-Junction Nitrogen Atom: Rhodium(III)-Catalyzed C−H Functionalization of Alkenyl Azoles

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Synthesis of [5,6]-Bicyclic Heterocycles with a Ring-Junction Nitrogen Atom: Rhodium(III)-Catalyzed C−H Functionalization of Alkenyl Azoles

Content Provider	Scilit
Author	Halskov, Kim Søholm Roth, Howard S. Ellman, Jonathan A.
Copyright Year	2017
Description	Journal: Angewandte Chemie International Edition The first syntheses of privileged [5,6]-bicyclic heterocycles, with ring-junction nitrogen atoms, by transition metal catalyzed C-H functionalization of C-alkenyl azoles is disclosed. Several reactions are applied to alkenyl imidazoles, pyrazoles, and triazoles to provide products with nitrogen incorporated at different sites. Alkyne and diazoketone coupling partners give azolopyridines with various substitution patterns. In addition, 1,4,2-dioxazolone coupling partners yield azolopyrimidines. Furthermore, the mechanisms for the reactions are discussed and the utility of the developed approach is demonstrated by iterative application of C-H functionalization for the rapid synthesis of a patented drug candidate.
Related Links	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5564303/pdf
Ending Page	9187
Page Count	5
Starting Page	9183
ISSN	14337851
e-ISSN	15213773
DOI	10.1002/anie.201703967
Journal	Angewandte Chemie International Edition
Issue Number	31
Volume Number	56
Language	English
Publisher	Wiley-Blackwell
Publisher Date	2017-07-05
Access Restriction	Open
Subject Keyword	Journal: Angewandte Chemie International Edition Organic Chemistry C−h Activation Homogeneous Catalysis Nitrogen Heterocycles
Content Type	Text
Resource Type	Article
Subject	Chemistry Catalysis

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