期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 85, 期 17, 页码 11409-11425出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.0c01489
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资金
- University of Urbino Carlo Bo
- PORLombardia, VIPCAT project (Value Added Innovative Protocols for Catalytic Transformations) [228775]
- CINECA [ISC21, ISC29, ISC37]
Zn(II)-catalyzed divergent synthesis of functionalized polycyclic indolines through formal [3 + 2] and [4 + 2] cycloadditions of indoles with 1,2-diaza-1,3-dienes (DDs) is reported. The nature and type of substituents of substrates are found to act as a chemical switch to trigger two distinct reaction pathways and to obtain two different types of products upon the influence of the same catalyst. The mechanism of both [4 + 2] and [3 + 2] cycloadditions was investigated and fully rationalized by density functional theory (DFT) calculations.
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