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TfOH-Catalyzed Cascade Reaction: Metal-Free Access to 3,3-Disubstituted Phthalides from o-Alkynylbenzoic Acids.
Zhang, Yanqiu; Zhang, Zhiliang; Xia, Yunxin; Wang, Jiayi; Peng, Yanqing; Song, Gonghua.
Affiliation
  • Zhang Y; Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, P. R. China.
  • Zhang Z; Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, P. R. China.
  • Xia Y; Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, P. R. China.
  • Wang J; Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, P. R. China.
  • Peng Y; Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, P. R. China.
  • Song G; Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, P. R. China.
J Org Chem ; 88(18): 12924-12934, 2023 Sep 15.
Article in En | MEDLINE | ID: mdl-37643422
ABSTRACT
A facile new method for the synthesis of 3,3-disubstituted phthalides is reported. A successive reaction process begins with the TfOH-catalyzed cyclization of o-alkynylbenzoic acids followed by an ortho-regioselective electrophilic alkylation of various electron-rich aromatic compounds or alkenes, which has been successfully developed. The corresponding regioselective products of 3-substituted phthalide were obtained in good to high yields.
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Full text: 1 Database: MEDLINE Language: En Journal: J Org Chem Year: 2023 Type: Article
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Full text: 1 Database: MEDLINE Language: En Journal: J Org Chem Year: 2023 Type: Article