We describe a three-step one-pot meta
l-free domino procedure yie
lding a set of bosca
lid derivatives, parent compound being a high
ly important agroc
hemica
l agent. T
he first step of t
he process consists of t
he lass="TH_term4">Diels–Alder reaction between a substituted
2H-pyran-2-one and styrene derivatives, fo
llowed by t
he e
limination of CO
2 and
lass="TH_term4">aromatization (oxidation). T
he last step was found to be efficient
ly promoted by t
he app
lication of
lass="TH_term1 TH_term3">chloranil as t
he oxidant. A
lternative
ly,
lass="TH_term6">activated carbon Darco KB cou
ld a
lso act as t
he lass="TH_term4">dehydrogenation catalyst necessitating a
larger excess of t
he lns:w="http://www.wiley.com/namespaces/wiley" xmlns:cr="urn://wiley-online-library/content/render" xmlns:mml="http://www.w3.org/1998/Math/MathML" id="jhet2603-eo-0011">lass="TH_term1 TH_term3">styrene to act as t
he hydrogen acceptor.