Cyanoacetic Acid as a Masked Electrophile: Transition‐Metal‐Free Cyanomethylation of Amines and Carboxylic Acids |
| |
Authors: | Hongxiang Wang Prof. Dr. Ying Shao Hao Zheng Hanghang Wang Prof. Dr. Jiang Cheng Prof. Dr. Xiaobing Wan |
| |
Affiliation: | 1. Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow (Suzhou) University, Suzhou 215123 (P.R. China);2. Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology Department, Changzhou University, Changzhou, 213164 (P.R. China) |
| |
Abstract: | Using cyanoacetic acid as a masked electrophile, a new cyanomethylation reaction of amines and carboxylic acids was developed, producing a variety of α‐aminonitriles and cyanomethyl esters with good yields and excellent functionality tolerance. This protocol features simple manipulation, inexpensive reagents, and a wide substrate scope. Iodoacetonitrile was generated in situ from the iodination–decarboxylation of cyanoacetic acid in this transformation. |
| |
Keywords: | α ‐aminonitriles cyanomethylation decarboxylation iodination metal‐free synthesis nucleophilic substitution |
|
|