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C(sp3)–H Bond Functionalization of Benzo[c]oxepines via C–O bond Cleavage: Formal [3+3] Synthesis of Multisubstituted Chromans

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成果类型:
期刊论文
作者:
Wang, Miao;Tang, Bo-Cheng;Xiang, Jia-Chen;Cheng, Yan;Wang, Zi-Xuan;...
通讯作者:
Wu, An-Xin
作者机构:
[Cheng, Yan; Wang, Miao; Xiang, Jia-Chen; Wang, Zi-Xuan; Ma, Jin-Tian; Wu, An-Xin; Wu, Yan-Dong; Tang, Bo-Cheng] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China.
通讯机构:
[Wu, An-Xin] 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:
JOURNAL OF ORGANIC CHEMISTRY
ISSN:
0022-3263
年:
2018
卷:
83
期:
6
页码:
3409-3416
基金类别:
National Natural Science Foundation of ChinaNational Natural Science Foundation of China (NSFC) [21472056, 21602070, 21772051]; Fundamental Research Funds for the Central UniversitiesFundamental Research Funds for the Central Universities [CCNU15ZX002, CCNU16A05002]; 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:
An efficient base-promoted C(sp3)–H bond functionalization strategy for the synthesis of multisubstituted chromans from the formal [3+3] cycloaddition of benzo[c]oxepines and electron-rich phenols has been developed. The corresponding 4H-chromenes can be easily obtained in excellent yields by simple filtration from chromans. Preliminary mechanistic studies indicate that the C–O bond cleavage is the key step for the C(sp3)–H bond functionalization and that this reaction could have occurred through tandem C...

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