Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 361, Issue 5, Pages 983-988Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201801507
Keywords
1-isochromanone; hydroacyloxylation; 6-endo cyclization; unactivated alkenes; ortho-halogenated benzoates
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Funding
- National Natural Science Foundation of China [21502106]
- National Natural Science Foundation for Young Scientists of Shanxi Province [201701D221028]
- Ministry of Human Resources and Social Security Foundation of China
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We report a unique and expeditious route to synthesize 1-isochromanone derivatives through palladium catalyzed tandem Heck coupling/6-endo hydroacyloxylation cyclization between readily available ortho-halogenated benzoates and unactivated alkenes. Various 2-bromo or 2-iodo benzoates can be coupled efficiently with a broad range of alkenes to afford functionalized 1-isochromanones in high yields. Significantly, this cost-efficient and easy-to-handle synthetic methodology will have great prospect application in the synthetic and medicinal chemistry.
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