Aziridines in Formal [3+2] Cycloadditions: Synthesis of Five-Membered Heterocycles

作者：Cardoso Ana L; Pinho e Melo Teresa M V D

来源：European Journal of Organic Chemistry, 2012, 2012(33): 6479-6501.

DOI：10.1002/ejoc.201200406

• Nitrogen heterocycles
• Aziridines
• Cycloaddition
• Carbon dioxide fixation
• Zwitterions
• 1,3-Dipoles

Chemistry based on ring opening of aziridines has been widely studied in organic synthesis. However, it has mainly been centered on ring opening by nucleophiles and on cycloaddition of azomethine ylides generated by carboncarbon bond cleavage. In recent years, significant effort has been dedicated to study of the participation of aziridines in formal [3+2] cycloadditions, which provide routes for the construction of a wide variety of functionalized five-membered heterocycles. Here we review the most relevant aspects of the reactivities and selectivities of aziridines as masked zwitterionic 1,3-dipoles generated through CN bond cleavage.

• 出版日期2012-11