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Coupling‐Isomerization‐Cycloisomerization Reaction (CICIR) – An Unexpected and Efficient Domino Approach to Luminescent 2‐(Hydroxymethylene)indenones
Author(s) -
Ghazvini Helya Janatian,
Armaghan Mahsa,
Janiak Christoph,
Balalaie Saeed,
Müller Thomas J. J.
Publication year - 2019
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201901413
Subject(s) - cycloisomerization , chemistry , isomerization , domino , propargyl , coupling (piping) , aryl , yield (engineering) , photochemistry , cascade reaction , combinatorial chemistry , catalysis , organic chemistry , physics , mechanical engineering , engineering , alkyl , thermodynamics
A Pd/Cu‐catalyzed base mediated domino process of ortho ‐halo (hetero)aryl carboxaldehydes and propargyl alcohols unexpectedly furnish 2‐(hydroxymethylene)indenones in good to excellent yield as a result of a coupling‐isomerization‐cycloisomerization reaction (CICIR). In addition, the title compounds constitute an interesting class of luminophores with tunable emission solvatochromicity.