Photomediated Spirocyclization of N‑Benzyl Propiolamide with N‑Iodosuccinimide for Access to Azaspiro[4.5]deca-6,9-diene-3,8-dione
The Journal of Organic Chemistry(2022)
Abstract
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/ipso-cyclization/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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Key words
Hypervalent Iodine Compounds
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