期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 57, 期 34, 页码 11035-11039出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201806271
关键词
amination; C-N activation; heterocycles; late-stage functionalization; pyrylium
资金
- Max-Planck-Gesellschaft
- Max-Planck-Institut fur Kohlenforschung
- Dr. Gadient Engi-Stiftung
- Fulbright Kommission
The functionalization of aminoheterocycles by using a pyrylium tetrafluoroborate reagent (Pyry-BF4) is presented. This reagent efficiently condenses with a great variety of heterocyclic amines and primes the C-N bond for nucleophilic aromatic substitution. More than 60 examples for the formation of C-O, C-N, C-S, or C-SO2R bonds are disclosed herein. In contrast to C-N activation through diazotization and polyalkylation, this method is characterized by its mild conditions and impressive functional-group tolerance. In addition to small-molecule derivatization, Pyry-BF4 allows the introduction of functional groups in a late-stage fashion to furnish highly functionalized structures.
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