A novel Rh(iii)-catalyzed annulation of phthalazinones or pyridazinones with various allenes was developed, leading to the formation of indazole derivatives bearing a quaternary carbon in moderate to good yields. The targeted products were synthesized via sequential C-H activation and olefin insertion, followed by beta-hydride elimination and intramolecular cyclization. The synthetic protocol proceeded efficiently with broad functional group tolerance, high atom efficiency and high Z-selectivity. The practicability of this method was proved by synthetic transformation.
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Sungkyunkwan Univ, Sch Pharm, Suwon 16419, South KoreaSungkyunkwan Univ, Sch Pharm, Suwon 16419, South Korea
Sun Cho, Yong
Do Kim, Hak
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Sungkyunkwan Univ, Sch Pharm, Suwon 16419, South KoreaSungkyunkwan Univ, Sch Pharm, Suwon 16419, South Korea
Do Kim, Hak
Kim, Euntaek
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Sungkyunkwan Univ, Sch Pharm, Suwon 16419, South Korea
Korea Res Inst Chem Technol KRICT, Div Bio & Drug Discovery, Daejeon 34114, South KoreaSungkyunkwan Univ, Sch Pharm, Suwon 16419, South Korea
Kim, Euntaek
Hoon Han, Sang
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Sungkyunkwan Univ, Sch Pharm, Suwon 16419, South KoreaSungkyunkwan Univ, Sch Pharm, Suwon 16419, South Korea
Hoon Han, Sang
Bong Han, Soo
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Korea Res Inst Chem Technol KRICT, Div Bio & Drug Discovery, Daejeon 34114, South KoreaSungkyunkwan Univ, Sch Pharm, Suwon 16419, South Korea
Bong Han, Soo
Kumar Mishra, Neeraj
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Sungkyunkwan Univ, Sch Pharm, Suwon 16419, South KoreaSungkyunkwan Univ, Sch Pharm, Suwon 16419, South Korea
Kumar Mishra, Neeraj
Hoon Jung, Young
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Sungkyunkwan Univ, Sch Pharm, Suwon 16419, South KoreaSungkyunkwan Univ, Sch Pharm, Suwon 16419, South Korea
Hoon Jung, Young
Jeong, Taejoo
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Sungkyunkwan Univ, Sch Pharm, Suwon 16419, South KoreaSungkyunkwan Univ, Sch Pharm, Suwon 16419, South Korea