A concise microwave-assisted synthesis of 2-aminoimidazole marine sponge alkaloids of the isonaamines series

DS Ermolat'ev, VL Alifanov, VB Rybakov…

Index: Ermolat'ev; Alifanov; Rybakov; Babaev; Van Der Eycken Synthesis, 2008 , # 13 p. 2083 - 2088

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Citation Number: 18

Abstract

Abstract A short and efficient route to 1, 4-substituted 2-aminoimidazole alkaloids starting from the easily accessible 2-alkylaminopyrimidines and α-bromo aldehydes is reported. The formation of the intermediate imidazo [1, 2-a] pyrimidinium salts and subsequent cleavage were facilitated by microwave irradiation. Marine sponge alkaloids preclathridines A, C and isonaamines A, C, D were obtained in high yields using the optimized one-pot two-step ...