Manganese-Catalyzed Ring Opening of Benzofurans and Its Application to Insertion of Heteroatoms into the C2-O Bond.

Manganese-Catalyzed Ring Opening of Benzofurans and Its Application to Insertion of Heteroatoms into the C2-O Bond.
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DOI:
10.1021/acs.orglett.7b02660
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发表时间:
2017-09
期刊:
影响因子:
5.2
通讯作者:
Shun Tsuchiya;Hayate Saito;K. Nogi;H. Yorimitsu
Shun Tsuchiya;Hayate Saito;K. Nogi;H. Yorimitsu
中科院分区:
化学1区
文献类型:
--
作者:
Shun Tsuchiya;Hayate Saito;K. Nogi;H. Yorimitsu

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在苯并呋喃转化为各种六元草杂环的芳香族变态反应中,已发展出一类新的芳香族变态反应。这种转化由两个反应组成:锰催化苯并呋喃的芳化或烷基化开环,提供重阴离子中间体,随后被多价杂原子亲电试剂捕获。含有硅、硼、磷、锗和钛的各种亲电试剂可用于这种杂原子插入。
A new class of aromatic metamorphosis in which benzofurans are converted into diverse six-membered oxaheterocycles has been developed. This transformation is composed of two reactions in one pot: manganese-catalyzed arylative or alkylative ring-opening of benzofurans affording dianionic intermediates and subsequent trapping with multivalent heteroatom electrophiles. Various electrophiles containing silicon, boron, phosphorus, germanium, and titanium could be applied to this heteroatom insertion.