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I2‑Promoted Multicomponent Dicyclization and Ring-Opening Sequences: Direct Synthesis of Benzo[e][1,4]diazepin-3-ones via Dual C–O Bond Cleavage

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成果类型:
期刊论文
作者:
Geng, Xiao;Wang, Can;Huang, Chun;Zhao, Peng;Zhou, You;...
通讯作者:
Wu, Yan-Dong;Wu, An-Xin
作者机构:
[Huang, Chun; Wang, Can; Zhou, You; Geng, Xiao; Wu, An-Xin; Wu, Yan-Dong; Zhao, Peng] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China.
通讯机构:
[Wu, YD; Wu, AX] C
Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China.
语种:
英文
期刊:
Organic Letters
ISSN:
1523-7060
年:
2019
卷:
21
期:
18
页码:
7504-7508
基金类别:
National Natural Science Foundation of ChinaNational Natural Science Foundation of China (NSFC) [21602070, 21472056, 21772051]; Fundamental Research Funds for the Central UniversitiesFundamental Research Funds for the Central Universities [CCNU15ZX002, CCNU18QN011]; 111 ProjectMinistry of Education, China - 111 Project [B17019]
机构署名:
本校为第一且通讯机构
院系归属:
化学学院
摘要:
A novel and efficient formal [4 + 2+1] annulation of aryl methyl ketones and 2-aminobenzyl alcohols for the synthesis of benzo[e][1,4]diazepin-3-ones is reported. This reaction successfully affords diverse seven-membered ring lactams via dual C–O bond cleavage. A preliminary mechanistic study showed that a multicomponent dicyclization and ring-opening sequence might occur, with the introduction of methyl sulfide proposed as the last step. This efficient strategy with mild reaction conditions and a broad substrate ...

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