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典型文献
Steric-switched defluorofunctionalization selectivity:controlled synthesis of monofluoroalkene-masked medium-sized heterocyclic lactams and lactones
文献摘要:
The steric-switched ipso-defluoroamination-triggered and ipso-defluorooxylation-triggered cyclization of(trifluoromethyl)al-kenes with amino alcohols and diamines are achieved under mild conditions.This regioselective strategy distinguishes the different nucleophilic heteroatom sites in amino alcohols and unsymmetric diamines by the sequential defluorinative functio-nalization of two C(sp3)-F bonds in a CF3 group.Various attractive monofluoroalkene-masked medium-sized heterocyclic lactams and lactones are obtained in moderate to excellent yields.Simple derivation of these masked-heterocycles efficiently affords useful skeletons of lactams,lactones,and 1,4-oxazepanes in a single diastereoisomer.Mechanism studies indicate that a unique sequential ipso-/γ-selective defluorinative functionalization pathway is involved in these transformations.
文献关键词:
作者姓名:
Hao Zeng;Hengyuan Li;Huanfeng Jiang;Chuanle Zhu
作者机构:
School of Chemistry and Chemical Engineering,Key Lab of Functional Molecular Engineering of Guangdong Province,South China University of Technology,Guangzhou 510640,China
引用格式:
[1]Hao Zeng;Hengyuan Li;Huanfeng Jiang;Chuanle Zhu-.Steric-switched defluorofunctionalization selectivity:controlled synthesis of monofluoroalkene-masked medium-sized heterocyclic lactams and lactones)[J].中国科学:化学(英文版),2022(03):554-562
A类:
Steric,defluorofunctionalization,monofluoroalkene,defluoroamination,defluorooxylation,kenes,unsymmetric,functio,nalization,oxazepanes,diastereoisomer
B类:
switched,selectivity,controlled,synthesis,masked,medium,sized,heterocyclic,lactams,lactones,steric,ipso,triggered,cyclization,trifluoromethyl,amino,alcohols,diamines,are,achieved,under,mild,conditions,This,regioselective,strategy,distinguishes,different,nucleophilic,heteroatom,sites,by,sequential,defluorinative,two,sp3,bonds,CF3,group,Various,attractive,obtained,moderate,excellent,yields,Simple,derivation,these,heterocycles,efficiently,affords,useful,skeletons,single,Mechanism,studies,indicate,that,unique,pathway,involved,transformations
AB值:
0.522366
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