O-Vinylphosphonylated Salicylaldehydes as Aldo-Vinyl Bifunctional Building Blocks for anti-3,4-Disubstituted Phosphadihydrocoumarins

Abstract

An efficient synthetic strategy for anti-3,4-disubstituted phosphadihydrocoumarin compounds has been established by tandem aza-Michael–aldol-like annulations of tetrahydroisoquinolines with O-vinylphosphonylated salicylaldehydes as an aldo-vinyl bifunctional building block. This conversion was characterized by ‘green’ properties such as a step- and atom-economy, catalyst-free conditions, highly anti-selectivity­, and readily available starting materials.

Key words

benzo[e][1,2]oxaphosphinine - β-amino-β′-hydroxyalkylphosphonate - phosphadihydrocoumarin - tetrahydroisoquinoline - intermolecular annulation

• References

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