School of Perfume and Aroma Technology , Shanghai Institute of Technology , Shanghai 201418 , P. R. China.
J Org Chem. 2019 Jun 7;84(11):6780-6787. doi: 10.1021/acs.joc.9b00538. Epub 2019 May 22.
A terminal alkyne-assisted protocol for the one-pot formation of a diverse range of arylamidines from a novel cascade reaction of in situ generated nitrile oxides, sulfonyl azides, terminal alkynes, and water by [3 + 2] cycloaddition and ring opening sequence was developed. The use of aryl oxime chlorides as the carbon source of the amidine group and the addition of water proved to be critical for the reaction. Moreover, terminal alkynes, which can lead to high yields of products by employing a less amount, may play a catalytic role in the reaction. A broader range of substrates was investigated.
开发了一种终端炔烃辅助的一锅法策略，可从原位生成的腈氧化物、磺酰叠氮化物、末端炔烃和水的新型级联反应中通过[3+2]环加成和开环序列形成各种芳基脒。使用芳基肟氯化物作为脒基的碳源以及添加水被证明对反应至关重要。此外，末端炔烃的用量较少，却可以得到高产率的产物，这可能在反应中起催化作用。研究了更广泛的底物范围。
