Visible Light-Induced α-C(sp³)-H Acetalization of Saturated Heterocycles Catalyzed by a Dimeric Gold Complex

Xiaojia Si, Lumin Zhang, Zuozuo Wu, Matthias Rudolph, Abdullah M. Asiri and A. Stephen K. Hashmi*

*Organisch-Chemisches Institut, Heidelberg University, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany, Email: hashmihashmi.de

X. Si, L. Zhang, Z. Wu, M. Rudolph, A. M. Asiri, A. S. K. Hashmi, Org. Lett., 2020, 22, 5844-5849.

DOI: 10.1021/acs.orglett.0c01924

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Abstract

C(sp³)-H dehydrogenative cross-couplings of ethers, tetrahydrothiophenes, and pyrrolidines with alcohols were achieved under visible light irradiation by using iodobenzene and an in situ-formed gold complex. This method offers broad functional group compatibility and was successfully applied in late-stage modifications of bioactive molecules.

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Key Words

lactols, tetrahydrofurans, photochemistry

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ID: J54-Y2020