Synthetic strategies towards the carbenoid reactions of ; -acetylenic carbonyls
Catalytic reactions of α,βα,β\alpha ,\beta -conjugated
carbonyl compounds have been a practical tool towards the synthesis of
different useful heterocyclic compounds. Despite the numerous reactions with
carbon-carbon double bond conjugated carbonyls, reactions of acetylenic
carbonyls are limited. In this study, efficient dioxole synthesis was
carried out via acetylenic aldehydes and butadiene formation was preferred
over cyclopropene formation via acetylenic esters as different functional
groups on these substrates change the product distribution. Both reaction
conditions (such as solvent and temperature) and electrophilic structure of
metal carbenoids alter the product distribution; acceptor (A),
donor-acceptor (DA), and acceptor-acceptor (AA) functionalized diazo
compounds yield different product types over different mechanisms.
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