Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume -, Issue -, Pages -Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.2c00579
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Funding
- National Key R&D Program of China 2021 [YFC2101900]
- China Postdoctoral Science Foundation [2021M691556]
- National Natural Science Foundation of China [22078150]
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A metal- and oxidant-free reaction route has been developed for the synthesis of azaspiro[4.5]deca-6,9-diene-3,8-dione via photomediated spirocyclization of N-(4-methoxybenzyl) propiolamide. The reaction involves radical addition/ipsocyclization/dearomatization processes and successfully forms C-C and C-I bonds. This green and convenient approach can be widely used to produce a variety of iodinated spirocyclization products in moderate to good yields.
A metal- and oxidant-free route for affording azaspiro[4.5]deca-6,9-diene-3,8-dione via photomediated iodinated spirocyclization of N-(4-methoxybenzyl) propiolamide has been developed. The reaction underwent a radical addition/ipsocyclization/dearomatization process at room temperature and successfully constructed C-C and C-I bonds. This green and convenient approach could be generally expanded to produce a range of iodinated spirocyclization products in moderate to good yields.
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