ol8b00867_si_001.pdf (13.46 MB)
Interception of Secondary Amide Ylide with Sulfonamides: Catalyst-Controlled Synthesis of N‑Sulfonylamidine Derivatives
journal contribution
posted on 2018-04-16, 11:20 authored by Jijun Chen, Wenhao Long, Yonggang Yang, Xiaobing WanA novel,
secondary amide activation strategy has been developed
through the in situ generation of ylides from amides and diazoacetates.
Under the developed reaction conditions, Mn-catalyzed ylide formation
and interception reaction by sulfonamide delivered a variety of N-sulfonylamidines. Notably, when highly active Zn(OTf)2 was used as the catalyst, further N–H insertion products
were obtained. In contrast with traditional methods, our amide activation
strategy is distinguished by accessible starting material, inexpensive
catalyst, and broad substrate scope.