Triphenylphosphine-Catalyzed Alkylative Iododecarboxylation with Lithium Iodide under Visible Light

Ming-Chen Fu, Jia-Xin Wang and Rui Shang*

*Department of Chemistry, School of Science, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan, Email: ruichem.s.u-tokyo.ac.jp

M.-C. Fu, J.-X. Wang, R. Shang, Org. Lett., 2020, 22, 8572-8577.

DOI: 10.1021/acs.orglett.0c03173

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Abstract

PPh₃ catalyzes the iododecarboxylation of aliphatic carboxylic acid derived N-(acyloxy)phthalimide with lithium iodide as an iodine source under irradiation of 456 nm blue light-emitting diodes to provide primary, secondary, and bridgehead tertiary alkyl iodides.

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Key Words

alkyl iodides, decarboxylation, photochemistry

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ID: J54-Y2020