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Updated: Aug 28, 2025

Preparation of N-2-alkoxyvinylsulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
Published on: January 3, 2018
Dual Rh(II)/Pd(0) Relay Catalysis Involving Sigmatropic Rearrangement Using N-Sulfonyl Triazoles and
Liang-Zhu Huang1,2, Zi Xuan1, Jong-Un Park1
1Department of Chemistry (BK21 Four), Research Institute of Natural Science, Gyeongsang National University, 52828 Jinju, Korea.
Abstract:
Dual Rh(II)/Pd(0) relay catalysis of N-sulfonyl triazoles and 2-hydroxymethylallyl carbonates has been developed, which affords N-sulfonyl pyrrolidines in moderate to good yields with high diastereoselectivities. The reaction proceeds via a relay mechanism involving O-H insertion onto the α-imino Rh(II)-carbene, [3,3]-sigmatropic rearrangement, dipole formation through Pd(0)-catalyzed decarboxylation, and intramolecular N-allylation, leading to the formation of multiple bonds in a one-pot operation.
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