ENALCARBENOIDS DIRECT SYNTHESIS;
TERMINAL ALKYNES;
DENITROGENATIVE ANNULATION;
MULTICOMPONENT REACTIONS;
SATURATED HETEROCYCLES;
EFFICIENT SYNTHESIS;
AZAVINYL CARBENES;
FACILE SYNTHESIS;
INDOLES;
FUNCTIONALIZATION;
D O I:
10.1021/acs.orglett.5b03064
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
Pyridazine N-oxides are used for the first time as precursors of metallocarbenes. These nitrogen-rich heterocycles led to the discovery of a novel acceptor and donor-acceptor enalcarbenoids. The synthetic utility of these metallocarbenes was demonstrated in the rhodium-catalyzed denitrogenative transannulation of pyridazine N-oxides with pyrroles to the valuable alkyl, 7-aryl, and 7-styryl indoles. The transannulation strategy was applied to the synthesis of a potent anticancer agent.
机构:
Henan Normal Univ, Sch Chem & Chem Engn,NMPA Key Lab Res & Evaluat I, Collaborat Innovat Ctr Henan Prov Green Mfg Fine, Key Lab Green Chem Media & React,Minist Educ, Xinxiang 453007, Henan, Peoples R ChinaHenan Normal Univ, Sch Chem & Chem Engn,NMPA Key Lab Res & Evaluat I, Collaborat Innovat Ctr Henan Prov Green Mfg Fine, Key Lab Green Chem Media & React,Minist Educ, Xinxiang 453007, Henan, Peoples R China
Bi, Jingjing
Tan, Qiang
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机构:
Henan Normal Univ, Sch Chem & Chem Engn,NMPA Key Lab Res & Evaluat I, Collaborat Innovat Ctr Henan Prov Green Mfg Fine, Key Lab Green Chem Media & React,Minist Educ, Xinxiang 453007, Henan, Peoples R ChinaHenan Normal Univ, Sch Chem & Chem Engn,NMPA Key Lab Res & Evaluat I, Collaborat Innovat Ctr Henan Prov Green Mfg Fine, Key Lab Green Chem Media & React,Minist Educ, Xinxiang 453007, Henan, Peoples R China
Tan, Qiang
Wu, Hao
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Henan Normal Univ, Sch Chem & Chem Engn,NMPA Key Lab Res & Evaluat I, Collaborat Innovat Ctr Henan Prov Green Mfg Fine, Key Lab Green Chem Media & React,Minist Educ, Xinxiang 453007, Henan, Peoples R ChinaHenan Normal Univ, Sch Chem & Chem Engn,NMPA Key Lab Res & Evaluat I, Collaborat Innovat Ctr Henan Prov Green Mfg Fine, Key Lab Green Chem Media & React,Minist Educ, Xinxiang 453007, Henan, Peoples R China
Wu, Hao
Liu, Qingfeng
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机构:
Henan Normal Univ, Sch Chem & Chem Engn,NMPA Key Lab Res & Evaluat I, Collaborat Innovat Ctr Henan Prov Green Mfg Fine, Key Lab Green Chem Media & React,Minist Educ, Xinxiang 453007, Henan, Peoples R ChinaHenan Normal Univ, Sch Chem & Chem Engn,NMPA Key Lab Res & Evaluat I, Collaborat Innovat Ctr Henan Prov Green Mfg Fine, Key Lab Green Chem Media & React,Minist Educ, Xinxiang 453007, Henan, Peoples R China
Liu, Qingfeng
Zhang, Guisheng
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机构:
Henan Normal Univ, Sch Chem & Chem Engn,NMPA Key Lab Res & Evaluat I, Collaborat Innovat Ctr Henan Prov Green Mfg Fine, Key Lab Green Chem Media & React,Minist Educ, Xinxiang 453007, Henan, Peoples R ChinaHenan Normal Univ, Sch Chem & Chem Engn,NMPA Key Lab Res & Evaluat I, Collaborat Innovat Ctr Henan Prov Green Mfg Fine, Key Lab Green Chem Media & React,Minist Educ, Xinxiang 453007, Henan, Peoples R China
机构:
Nankai Univ, Coll Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R ChinaNankai Univ, Coll Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China
Li, Bin
Xu, Hong
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机构:
Nankai Univ, Coll Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R ChinaNankai Univ, Coll Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China
Xu, Hong
Wang, Huanan
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Nankai Univ, Coll Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R ChinaNankai Univ, Coll Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China
Wang, Huanan
Wang, Baiquan
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机构:
Nankai Univ, Coll Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China
Collaborat Innovat Ctr Chem Sci & Engn Tianjin, Tianjin 300071, Peoples R China
Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R ChinaNankai Univ, Coll Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China
机构:
Tohoku Univ, Dept Organ Chem, Grad Sch Pharmaceut Sci, Aoba Ku, Sendai, Miyagi 9808578, JapanTohoku Univ, Dept Organ Chem, Grad Sch Pharmaceut Sci, Aoba Ku, Sendai, Miyagi 9808578, Japan
Li, Guangzhe
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机构:
Arisawa, Mieko
Yamaguchi, Masahiko
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机构:
Tohoku Univ, Dept Organ Chem, Grad Sch Pharmaceut Sci, Aoba Ku, Sendai, Miyagi 9808578, JapanTohoku Univ, Dept Organ Chem, Grad Sch Pharmaceut Sci, Aoba Ku, Sendai, Miyagi 9808578, Japan