Experimental study demonstrates electroreductive cyclization of phthalimides with aromatic aldehydes, facilitating the total synthesis of lennoxamine.
The electroreductive intramolecular coupling of phthalimides with aromatic aldehydes in the presence of chlorotrimethylsilane and triethylamine led to five-, six-, and seven-membered cyclized products (58-84%). The electroreductive cyclization was applied to the total synthesis of lennoxamine.
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Kise et al. (2011) studied this question.
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