Zhou Xin, Yu Changjiang, Feng Zeya, Yu Yang, Wang Jun, Hao Erhong, Wei Yun, Mu Xiaolong, Jiao Lijuan
Laboratory of Functional Molecular Solids, Ministry of Education, Anhui Laboratory of Molecule-Based Materials, School of Chemistry and Materials Science, Anhui Normal University , Wuhu 241000, Anhui, China.
Org Lett. 2015 Sep 18;17(18):4632-5. doi: 10.1021/acs.orglett.5b02383. Epub 2015 Sep 4.
A general and efficient method for α-chlorination of 4,4'-difluoro-4-bora-3a,4a-diaza-s-indacenes (BODIPYs) has been developed using CuCl2 as chlorination reagent. The reaction is characterized by complete 3/5-positions of BODIPY regioselectivity. This unusual highly regioselective α-halogenation of BODIPY is in sharp contrast to previously reported halogenation methods which preferred to occur first at the 2,6-positions of BODIPY. This approach provides a straightforward, facile, and economical route to 3- and/or 5-chloroBODIPYs with various meso-groups (H, alkyl, and aryl) and their derivatives.
以CuCl2作为氯化试剂，开发了一种通用且高效的4,4'-二氟-4-硼-3a,4a-二氮杂-s-茚（BODIPY）α-氯化方法。该反应的特点是BODIPY区域选择性完全在3/5位。BODIPY这种不同寻常的高度区域选择性α-卤化与先前报道的卤化方法形成鲜明对比，先前的方法优先在BODIPY的2,6位发生反应。该方法为合成具有各种中位基团（氢、烷基和芳基）的3-和/或5-氯代BODIPY及其衍生物提供了一条直接、简便且经济的途径。
Zotero 插件