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

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

Organic letters (2016-04-22)
Sheng-Ying Hsieh, Jeffrey W Bode
ABSTRACT

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.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
SLAP TM, ≥95%
Sigma-Aldrich
SLAP N-Bn Pip Reagent, 95%
Sigma-Aldrich
SLAP HydroQuinoxaline, 95%
Sigma-Aldrich
SLAP HydroPyrrolopyrazine Reagent
Sigma-Aldrich
SLAP N-Bn-3Me-Pip Reagent
Sigma-Aldrich
SLAP 2,3-Bicyclo-(3,4-THF) N-BnPip Reagent, ≥95%
Sigma-Aldrich
SLAP 3-SpiroCyHex N-Bn Pip Reagent, ≥95%
Sigma-Aldrich
SLAP HydroPyridopyrazine Reagent, ≥95%
Sigma-Aldrich
SLAP TA, 95%
Sigma-Aldrich
SLAP 5-TMS TM, ≥95%