4.8 Article

Silicon Amine Reagents for the Photocatalytic Synthesis of Piperazines from Aldehydes and Ketones

Journal

ORGANIC LETTERS
Volume 18, Issue 9, Pages 2098-2101

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b00722

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Funding

  1. European Research Council (ERC) [306793 - CASAA]

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Silicon amine protocol (SLAP) reagents for photocatalytic cross-coupling with aldehydes and ketones to form N-unprotected piperazines have been developed. This blue light promoted process tolerates a wide range of heteroaromatic, aromatic, and aliphatic aldehydes and structurally and stereochemically complex SLAP reagents. It provides a tin-free alternative to SnAP (tin amine protocol) reagents for the synthesis of substituted piperazines.

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