Enantioselective Reaction between 2-(Cyanomethyl)azaarenes and N-Boc-amino Sulfones

• DOI: 10.1021/acs.orglett.8b02205
• Publication Date: 2018-08-10T13:42:01Z
• Authors: Kezhou Wang; Chao Chen; Xihong Liu; Dan Li; Tianyu Peng; Xin Liu; Dongxu Yang; Linqing Wang
• Keywords: 01 natural sciences; 0104 chemical sciences

A series of 2-(cyanomethyl)azaarenes containing benzothiazole or benzoxazole were designed and synthesized for asymmetric α-functionalization with N-Boc-amino sulfones. The Mannich adducts were obtained in high yields with good diastereo- and enantioselectivities. Aryl-substituted amino sulfones were tolerated under the current conditions, and the reaction can be performed on gram scale in good results.