DataSheet1_Pd-Catalyzed Rearrangement Reaction of N-Tosylhydrazones Bearing Allyl Ethers Into Trans-Olefin-Substituted Sulfonylhydrazones.pdf

A novel and efficient rearrangement of N-tosylhydrazones bearing allyl ethers into trans-olefin-substituted sulfonylhydrazones is proposed. The reaction involves breakage of the C-O bond and formation of the C-N bond. The reaction can be extended to a wide range of substrates, and the target products can be synthesized smoothly, regardless of the presence of electron-donating and electron-withdrawing groups. The proposed strategy is a new direction in the field of rearrangement reactions.

本研究提出了一种新颖高效的重排反应，可将带有烯丙基醚(allyl ethers)的N-对甲苯磺酰腙(N-tosylhydrazones)重排为反式烯烃取代的磺酰腙(trans-olefin-substituted sulfonylhydrazones)。该反应涉及碳氧(C-O)键的断裂与碳氮(C-N)键的生成。此反应具备优异的底物普适性，无论底物带有给电子基团还是吸电子基团，均可顺利合成目标产物。该策略为重排反应领域开辟了全新的研究方向。