2-Bromo-6-(chlorodiisopropylsilyl)phenyl tosylate as an efficient platform for intramolecular benzyne–diene [4 + 2] cycloaddition. Issue 13 (6th March 2019)

• Record Type: Journal Article
• Authors: Nishii, Arata; Takikawa, Hiroshi; Suzuki, Keisuke
• Is Part Of: Chemical science. Volume 10:Issue 13(2019)
• Page Start: 3840
• Page End: 3845
• Publication Date: 2019-03-06
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c8sc05518a
• Languages: English
• ISSNs: 2041-6520

Abstract

Abstract : An intramolecular benzyne–diene [4 + 2] cycloaddition with broad substrate scope has been realized by using a cleavable silicon tether, allowing access to various polycyclic structures. Abstract : An intramolecular benzyne–diene [4 + 2] cycloaddition with broad substrate scope has been realized by using a cleavable silicon tether, allowing access to various polycyclic structures. 2-Bromo-6-(chlorodiisopropylsilyl)phenyl tosylate serves as an efficient platform for (1) rapid attachment of various arynophiles to the benzyne precursor via a Si–O bond and (2) facile generation of benzyne via halogen–metal exchange with Ph3 MgLi.