N , N ′-Di-Boc- N ″-fluorosulfonyl-guanidine: A SuFEx-Enabled Guanylating Reagent (SuFEx-G) with Enhanced Reactivity on Water

作者：Long Xu, Hanzheng Li, Meng-Meng Zheng, Wang Wei, Xiao-Song Xue, Jiajia Dong · 发表于：Organic Letters · 年份：2026 · DOI：10.1021/acs.orglett.6c00291 · 研究领域：Chemical Synthesis and Analysis、Chemical Reactions and Isotopes、Innovative Microfluidic and Catalytic Techniques Innovation

We report N,N′-di-Boc-N″-fluorosulfonyl-guanidine ( SuFEx-G ), a bench-stable SuFEx-enabled guanylating reagent with unprecedented “on-water” reactivity. In MeCN/H 2 O, it forms oil droplets with aromatic amines, hydrazines, and hydrazides, accelerating room-temperature synthesis of Boc-protected guanidines that can be isolated by simple filtration. Mechanistic studies confirm oil/water interfaces essential for rate acceleration, and both experimental and theoretical data show SuFEx-G outperforms Goodman’s reagent due to the spring-loaded thermodynamic driving force from [NHSO 2 F] - hydrolysis.