Rapid Access to Dispirocyclic Scaffolds Enabled by Diastereoselective Intramolecular Double Functionalization of Benzene Rings
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Here we describe the diastereoselective synthesis of (5r,8r)-1,9-diazadispiro[4.2.4 .2 ]tetradecatrienes via domino double spirocyclization of N-arylamide derivatives. This reaction can serve as a fast way to synthesize diazadispirocycles, which are found in the core structures of bioactive natural products. Product diversification via Suzuki-Miyaura cross coupling and application to the synthesis of 1-oxa-9-azadispiro[4.2.4 .2 ]tetradecatrienes were also conducted.
Yokoe H, Mizumura Y, Sugiyama K, Yan K, Hashizume Y, Endo Y Chem Asian J. 2020; 15(24):4271-4274.
PMID: 33029940 PMC: 7756633. DOI: 10.1002/asia.202001179.