Transition Metal-Free One-Pot Synthesis of Fused 1,4-Thiazepin-5(4H)‑ones and Theoretical Study of the S–N Type Smiles Rearrangement Process
journal contribution
posted on 2014-09-05, 00:00 authored by Bingchuan Yang, Xiaochen Tan, Ruiying Guo, Shunwei Chen, Zeyuan Zhang, Xianglong Chu, Caixia Xie, Dongju Zhang, Chen MaA series
of 1,4-thiazepin-5(4H)-one derivatives
were synthesized via a transition metal-free one-pot Smiles rearrangement
process at
room temperature. Regioselective seven-membered heterocycles were
constructed in good to excellent yields. To gain an in-depth understanding
of the S–N type Smiles rearrangement mechanism, a theoretical
study was also
performed by quantum chemistry calculations.
