Abstract:
A metal-free one-pot cascade annulation of acyclic substrates
dienaminodioate, cinnamaldehydes and allyl amine was achieved
for the synthesis of polyfunctional biaryl-2-carbaldehydes. The
reaction proceeds at room temperature by a trifluoroacetic
acid mediated Diels–Alder pathway. Synthetic applications of
the resulting biaryl-2-carbaldehyde have been demonstrated by
conversion into an array of diverse molecules with biological
and materials chemistry relevance. The present work offers
a complementary route to the existing metal mediated crosscoupling
methods for the preparation of biaryls.
