2023
DOI: 10.1021/acs.joc.3c01585
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Relay Copper-Catalyzed Synthesis of Imidazo[1,5-a]pyridine Scaffolds from Phenylalanine and Halohydrocarbon

Jian Tang,
Fengjie Lu,
Yi Sun
et al.
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“…However, conventional directing-group-assisted techniques commonly involve additional synthetic steps to introduce and subsequently remove directing groups (DGs), which often require harsh reaction conditions, thereby limiting their application in natural products and drug development. As an alternative approach, versatile strategies utilizing endogenous group-directed tactics for the late-stage modification of peptides have been demonstrated by Yu, Ackermann, Wang, and other groups. In continuation of our research interest in phenylalanine decoration, we present herein a highly efficient and concise strategy for the synthesis of DKP derivatives through a sequence of amide-backbone-enabled and ester-group-controlled δ-C­(sp 2 )–H amination/fluorination and cyclization.…”
mentioning
confidence: 99%
“…However, conventional directing-group-assisted techniques commonly involve additional synthetic steps to introduce and subsequently remove directing groups (DGs), which often require harsh reaction conditions, thereby limiting their application in natural products and drug development. As an alternative approach, versatile strategies utilizing endogenous group-directed tactics for the late-stage modification of peptides have been demonstrated by Yu, Ackermann, Wang, and other groups. In continuation of our research interest in phenylalanine decoration, we present herein a highly efficient and concise strategy for the synthesis of DKP derivatives through a sequence of amide-backbone-enabled and ester-group-controlled δ-C­(sp 2 )–H amination/fluorination and cyclization.…”
mentioning
confidence: 99%