Base catalysed synthesis of thiochromans and azo-linked chromenes using allenylphosphonates?

Organic & Biomolecular Chemistry Pub Date: 2012-08-13 DOI: 10.1039/C2OB26285A

Abstract

An efficient base catalysed approach to the synthesis of thiochromans/chromenes from allenylphosphonates (and an allenoate) and substrates having SH/OH and CHO groups at appropriate positions has been developed. Several azo-linked chromenes that are bright red pigments are also synthesized. This methodology involves the domino reactions of Michael addition and subsequent cyclisation by intramolecular aldol reaction.

Graphical abstract: Base catalysed synthesis of thiochromans and azo-linked chromenes using allenylphosphonates
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