期刊
ACS CATALYSIS
卷 12, 期 2, 页码 963-970出版社
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.1c05450
关键词
palladium; allylic alkylation; allylic gem-diacetates; chromene; photochromism; natural products
资金
- DST [DST/SJF/CSA-01/2017-18]
- SERB [CRG/2018/000016, CRG/2019/005744/OC]
- RSC [R20-3255]
- DST IndoCzech Republic Bilateral Scientific Research Cooperation [DST/INT/CZ/P-17/2019]
- IISER Mohali
- CSIR
This study reveals a new chemical reactivity pattern of allylic gem-diacetates and successfully synthesizes complex benzo[f]chromene compounds, demonstrating the versatility of the method. Additionally, interesting photochromic properties of the new classes of benzo[f]chromenes are discovered.
Palladium-catalyzed allylic alkylation reactions of allylic gem-diacetates are rarely explored. This work unveils an unusual chemical reactivity pattern of allylic gem-diacetates and establishes them as new prototypes to synthesize complex benzo[f]chromene systems. Under the reaction conditions, the diacetates behave as 1,3-dicationic equivalents and undergo a [3 + 3] heteroannulation with 2-naphthols (and meta-substituted phenols) to produce novel polycyclic chromenes possessing spiro-, tri-, and tetrasubstituted carbon centers. The versatility of the method is demonstrated in the synthesis of several chromene-based bioactive natural products. Further, interesting photochromic properties of the new classes of benzo[f]chromenes are also discovered.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据