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Discovery of Plant Growth Stimulants by C–H Arylation of 2-Azahypoxanthine

Hiroyuki Kitano, Jae-Hoon Choi, Ayaka Ueda, Hideto Ito , Shinya Hagihara, Toshiyuki Kan , Hirokazu Kawagishi , and Kenichiro Itami

Org. Lett. 2018, 20, 5684–5687. DOI: 10.1021/acs.orglett.8b02407

Highlighted in C&EN News 

A series of new AHX derivatives were synthesized by Pd-catalyzed C–H arylation. Their rice-growth-promoting activity was evaluated in vivo. Among the synthesized compounds, C8 phenyl-substituted AHX showed remarkable growth-promoting activity on rice. The present study shows the power and significant opportunity of C–H functionalization chemistry to rapidly transform biologically active natural products into more active compounds.

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