3-aryl-2H-benzo[e][1,2,4]thiadiazine-1,1-dioxides;
C-C and C-N bond formations;
ortho-C-H bond activation;
transition metal catalysis;
vinylene carbonate;
1,1-DIOXIDES;
ACTIVATION;
POTENTIATION;
INHIBITORS;
D O I:
10.1002/ejoc.202300983
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
A novel method has been developed for the synthesis of fused dihydroisoquinoline frameworks through a Rh(III)-catalyzed annulation of 3-aryl-2H-benzo[e][1,2,4]thiadiazine-1,1-dioxides with vinylene carbonates by C-H bond activation. This is the first report on the oxidative C-H functionalization of aryl-2H-benzo[e][1,2,4]thiadiazine-1,1-dioxide with vinylene carbonate to afford angularly fused heterocycles in good yields with high functional group tolerance. In this approach, vinylene carbonate acts as a glycolaldehyde surrogate to construct the fused dihydroisoquinoline ring systems.
机构:
Jiangxi Normal Univ, Key Lab Green Chem Jiangxi Prov, Coll Chem & Chem Engn, Nanchang 330022, Jiangxi, Peoples R ChinaJiangxi Normal Univ, Key Lab Green Chem Jiangxi Prov, Coll Chem & Chem Engn, Nanchang 330022, Jiangxi, Peoples R China
Kang, Shaodong
Li, Jiaxing
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机构:
Jiangxi Normal Univ, Key Lab Green Chem Jiangxi Prov, Coll Chem & Chem Engn, Nanchang 330022, Jiangxi, Peoples R ChinaJiangxi Normal Univ, Key Lab Green Chem Jiangxi Prov, Coll Chem & Chem Engn, Nanchang 330022, Jiangxi, Peoples R China
Li, Jiaxing
Yang, Qin
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机构:
Jiangxi Normal Univ, Coll Life Sci, Nanchang 330022, Jiangxi, Peoples R ChinaJiangxi Normal Univ, Key Lab Green Chem Jiangxi Prov, Coll Chem & Chem Engn, Nanchang 330022, Jiangxi, Peoples R China
Yang, Qin
Song, Zhibin
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机构:
Jiangxi Normal Univ, Key Lab Green Chem Jiangxi Prov, Coll Chem & Chem Engn, Nanchang 330022, Jiangxi, Peoples R ChinaJiangxi Normal Univ, Key Lab Green Chem Jiangxi Prov, Coll Chem & Chem Engn, Nanchang 330022, Jiangxi, Peoples R China
Song, Zhibin
Peng, Yiyuan
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机构:
Jiangxi Normal Univ, Key Lab Green Chem Jiangxi Prov, Coll Chem & Chem Engn, Nanchang 330022, Jiangxi, Peoples R ChinaJiangxi Normal Univ, Key Lab Green Chem Jiangxi Prov, Coll Chem & Chem Engn, Nanchang 330022, Jiangxi, Peoples R China
机构:
Southwest Jiaotong Univ, Sch Life Sci & Engn, Chengdu 610041, Peoples R ChinaSouthwest Jiaotong Univ, Sch Life Sci & Engn, Chengdu 610041, Peoples R China
Dang, Xinxin
He, Yu
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机构:
Southwest Jiaotong Univ, Sch Life Sci & Engn, Chengdu 610041, Peoples R ChinaSouthwest Jiaotong Univ, Sch Life Sci & Engn, Chengdu 610041, Peoples R China
He, Yu
Liu, Yingtian
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Southwest Jiaotong Univ, Sch Life Sci & Engn, Chengdu 610041, Peoples R ChinaSouthwest Jiaotong Univ, Sch Life Sci & Engn, Chengdu 610041, Peoples R China
Liu, Yingtian
Chen, Xuehong
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Southwest Jiaotong Univ, Sch Life Sci & Engn, Chengdu 610041, Peoples R ChinaSouthwest Jiaotong Univ, Sch Life Sci & Engn, Chengdu 610041, Peoples R China
Chen, Xuehong
Li, Jun-Long
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机构:
Chengdu Univ, Sichuan Ind Inst Antibiot, Antibiot Res & Re Evaluat Key Lab Sichuan Prov, Chengdu 610052, Sichuan, Peoples R ChinaSouthwest Jiaotong Univ, Sch Life Sci & Engn, Chengdu 610041, Peoples R China
Li, Jun-Long
Zhou, Xian-Li
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Southwest Jiaotong Univ, Sch Life Sci & Engn, Chengdu 610041, Peoples R ChinaSouthwest Jiaotong Univ, Sch Life Sci & Engn, Chengdu 610041, Peoples R China
Zhou, Xian-Li
Jiang, Hezhong
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机构:
Southwest Jiaotong Univ, Sch Life Sci & Engn, Chengdu 610041, Peoples R ChinaSouthwest Jiaotong Univ, Sch Life Sci & Engn, Chengdu 610041, Peoples R China
Jiang, Hezhong
Li, Jiahong
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h-index: 0
机构:
Southwest Jiaotong Univ, Sch Life Sci & Engn, Chengdu 610041, Peoples R ChinaSouthwest Jiaotong Univ, Sch Life Sci & Engn, Chengdu 610041, Peoples R China
机构:
Sichuan Univ, West China Sch Pharm, Key Lab Drug Targeting & Drug Delivery Syst, Dept Med Chem,Educ Minist, Chengdu 610041, Sichuan, Peoples R ChinaSichuan Univ, West China Sch Pharm, Key Lab Drug Targeting & Drug Delivery Syst, Dept Med Chem,Educ Minist, Chengdu 610041, Sichuan, Peoples R China
Yu, Zhu-Jun
Zhang, Chen
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机构:
Sichuan Univ, West China Sch Pharm, Key Lab Drug Targeting & Drug Delivery Syst, Dept Med Chem,Educ Minist, Chengdu 610041, Sichuan, Peoples R ChinaSichuan Univ, West China Sch Pharm, Key Lab Drug Targeting & Drug Delivery Syst, Dept Med Chem,Educ Minist, Chengdu 610041, Sichuan, Peoples R China
Zhang, Chen
Li, Jiang-Lian
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机构:
Sichuan Univ, West China Sch Pharm, Key Lab Drug Targeting & Drug Delivery Syst, Dept Med Chem,Educ Minist, Chengdu 610041, Sichuan, Peoples R ChinaSichuan Univ, West China Sch Pharm, Key Lab Drug Targeting & Drug Delivery Syst, Dept Med Chem,Educ Minist, Chengdu 610041, Sichuan, Peoples R China
Li, Jiang-Lian
Liu, Yan-Zhao
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机构:
Sichuan Univ, West China Sch Pharm, Key Lab Drug Targeting & Drug Delivery Syst, Dept Med Chem,Educ Minist, Chengdu 610041, Sichuan, Peoples R ChinaSichuan Univ, West China Sch Pharm, Key Lab Drug Targeting & Drug Delivery Syst, Dept Med Chem,Educ Minist, Chengdu 610041, Sichuan, Peoples R China
Liu, Yan-Zhao
Yu, Xin-Ling
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h-index: 0
机构:
Sichuan Univ, West China Sch Pharm, Key Lab Drug Targeting & Drug Delivery Syst, Dept Med Chem,Educ Minist, Chengdu 610041, Sichuan, Peoples R ChinaSichuan Univ, West China Sch Pharm, Key Lab Drug Targeting & Drug Delivery Syst, Dept Med Chem,Educ Minist, Chengdu 610041, Sichuan, Peoples R China
Yu, Xin-Ling
Guo, Li
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机构:
Sichuan Univ, West China Sch Pharm, Key Lab Drug Targeting & Drug Delivery Syst, Dept Med Chem,Educ Minist, Chengdu 610041, Sichuan, Peoples R ChinaSichuan Univ, West China Sch Pharm, Key Lab Drug Targeting & Drug Delivery Syst, Dept Med Chem,Educ Minist, Chengdu 610041, Sichuan, Peoples R China
Guo, Li
Li, Guo-Bo
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机构:
Sichuan Univ, West China Sch Pharm, Key Lab Drug Targeting & Drug Delivery Syst, Dept Med Chem,Educ Minist, Chengdu 610041, Sichuan, Peoples R ChinaSichuan Univ, West China Sch Pharm, Key Lab Drug Targeting & Drug Delivery Syst, Dept Med Chem,Educ Minist, Chengdu 610041, Sichuan, Peoples R China
Li, Guo-Bo
Wu, Yong
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机构:
Sichuan Univ, West China Sch Pharm, Key Lab Drug Targeting & Drug Delivery Syst, Dept Med Chem,Educ Minist, Chengdu 610041, Sichuan, Peoples R ChinaSichuan Univ, West China Sch Pharm, Key Lab Drug Targeting & Drug Delivery Syst, Dept Med Chem,Educ Minist, Chengdu 610041, Sichuan, Peoples R China