TY - JOUR
T1 - Synthetic studies on plakinidines
AU - Satoh, Takahito
AU - Adachi, Touma
AU - Okano, Kentaro
AU - Sakata, Juri
AU - Tokuyama, Hidetoshi
N1 - Funding Information:
This work was financially supported by KAKENHI (16H01127, 16H00999, 26253001, 18H02549, 18H04231, 18H04379, 18K18462) and Platform Project for Supporting Drug Discovery and Life Science Research (Basis for Supporting Innovative Drug Discovery and Life Science Research (BINDS)) from AMED under Grant Number JP18am0101100.
Publisher Copyright:
© 2019 The Japan Institute of Heterocyclic Chemistry
PY - 2019
Y1 - 2019
N2 - Synthetic studies on plakinidines are described. As a model study for the construction of the dihydropyridone ring at the final stage of the synthesis, we investigated a Meyer–Schuster rearrangement/aza-Michael cyclization cascade. The B,C,D,E ring system possessing a pyrrolo[2,3,4-kl]acridine structure was constructed via a benzyne-mediated cyclization/functionalization sequence that involved the formation of a β,β-diarylethylamine derivative and a palladium-catalyzed double aryl amination of a 3-arylindoline intermediate as key processes.
AB - Synthetic studies on plakinidines are described. As a model study for the construction of the dihydropyridone ring at the final stage of the synthesis, we investigated a Meyer–Schuster rearrangement/aza-Michael cyclization cascade. The B,C,D,E ring system possessing a pyrrolo[2,3,4-kl]acridine structure was constructed via a benzyne-mediated cyclization/functionalization sequence that involved the formation of a β,β-diarylethylamine derivative and a palladium-catalyzed double aryl amination of a 3-arylindoline intermediate as key processes.
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U2 - 10.3987/COM-18-S(F)26
DO - 10.3987/COM-18-S(F)26
M3 - Article
AN - SCOPUS:85067474461
VL - 99
SP - 310
EP - 323
JO - Heterocycles
JF - Heterocycles
SN - 0385-5414
IS - 1
ER -