Switchable Skeletal Rearrangement of Dihydroisobenzofuran Acetals with Indoles
Switchable Skeletal Rearrangement of Dihydroisobenzofuran Acetals with Indoles
复制标题
二氢异苯并呋喃缩醛与吲哚的可切换骨架重排
DOI：
10.1021/acs.orglett.9b01488
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发表时间：
2019
期刊：
影响因子：
5.2
通讯作者：
Wang Rui
中科院分区：
文献类型：
--
作者：
Li Guofeng;Yao Ying;Wang Zheng;Zhao Man;Xu Jiecheng;Huang Liwu;Zhu Gongming;Bao Guangjun;Sun Wangsheng;Hong Liang;Wang Rui
可转换骨架重排技术已被用于氨基茚满酮和四氢异喹啉酮骨架的构建。在手性磷酸催化剂存在下，反应以高产率得到氨基茚满酮，其ee值为85-98%，而在二氢异苯并呋喃缩醛的5-位上的甲氧基取代选择性地得到异喹啉酮产物，其ee值为46-98%。此外，DFT计算进行解释的区域选择性的可切换的转换途径。
The switchable skeletal rearrangement for the construction of amino indanones and tetrahydroisoquinolones frameworks had been developed. In the presence of a chiral phosphoric acid catalyst, the reaction gave the amino indanones in high yields and good to excellent ee (85–98%), while the methoxyl substituent at the 5-position of dihydroisobenzofuran acetal selectively gave isoquinolinones products in good to excellent ee (46–98%). Furthermore, DFT calculations were performed to explain the regioselectivity of the switchable transformation pathways.