Curtius-like Rearrangement of an Iron-Nitrenoid Complex and Application in Biomimetic Synthesis of Bisindolylmethanes.
A Curtius-like rearrangement of hydroxamates to isocyanates was discovered. This reaction was initiated from an iron(II)-nitrenoid complex, which was generated by the iron(II)-catalyzed cleavage of N-O bonds of functionalized hydroxamates. To demonstrate the efficiency of this new Curtius-like rearrangement in synthetic chemistry, a biomimetic strategy for the one-pot preparation of bisindolylmethanes was developed.
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences , Kunming 650201, China.|University of Chinese Academy of Sciences , Beijing 100049, China.
Dashan
D
Li
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences , Kunming 650201, China.|University of Chinese Academy of Sciences , Beijing 100049, China.
Ting
T
Wu
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences , Kunming 650201, China.|University of Chinese Academy of Sciences , Beijing 100049, China.
Kangjiang
K
Liang
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences , Kunming 650201, China.|Key Laboratory of Medicinal Chemistry for Natural Resources, Ministry of Education, Yunnan University , Kunming 650091, China.
Chengfeng
C
Xia
D040761:Biomimetic Materials / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D005296:Ferrous Compounds / Q000737:chemistry*; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D008697:Methane / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure
D005296:Ferrous Compounds; D007211:Indoles; D008697:Methane