Jackman Mary M, Im Siyeon, Bohman Seth R, Lo Concordia C L, Garrity Amanda L, Castle Steven L
Department of Chemistry and Biochemistry, Brigham Young University, Provo, UT, 84602, USA.
Chemistry. 2018 Jan 12;24(3):594-598. doi: 10.1002/chem.201705728. Epub 2017 Dec 22.
The synthesis of functionalized nitriles via microwave-promoted radical fragmentations of cyclic O-phenyl oxime ethers is reported. A variety of radical traps can be employed, permitting the generation of diverse adducts via C-O, C-C, C-N, or C-X bond formation. Other salient features include a simple and practical protocol, very short reaction times, and the avoidance of metal catalysts and toxic cyanide reagents. The utility of this method is demonstrated by the ring-distortion of a steroid-derived substrate.
报道了通过微波促进环状O-苯基肟醚的自由基断裂合成功能化腈。可以使用多种自由基捕获剂，从而通过形成C-O、C-C、C-N或C-X键生成各种加合物。其他显著特点包括简单实用的方案、极短的反应时间以及避免使用金属催化剂和有毒的氰化物试剂。该方法的实用性通过甾体衍生底物的环畸变得到了证明。
