TY - JOUR
T1 - A practical synthesis of 5-aroyl-1-aryltetrazoles using an Ugi-like 4-component reaction followed by a biomimetic transamination
AU - Giustiniano, Mariateresa
AU - Pirali, Tracey
AU - Massarotti, Alberto
AU - Biletta, Beatrice
AU - Novellino, Ettore
AU - Campiglia, Pietro
AU - Sorba, Giovanni
AU - Tron, Gian Cesare
PY - 2010
Y1 - 2010
N2 - Multicomponent reactions (MCRs), followed by subsequent transformations, are fascinating tools for the rapid and effective synthesis of molecular scaffolds with potential pharmacological relevance. We became interested in the preparation of novel 5-aroyl-1-aryltetrazoles as (1) they still represent challenging structures not easily accessible through the methods described in literature, and (2) the -ketotetrazolic framework may be considered as a potential bioisostere of the enonic linker of chalcones. In the present work, a novel, simple, effective and general synthesis for this class of compounds is described.
AB - Multicomponent reactions (MCRs), followed by subsequent transformations, are fascinating tools for the rapid and effective synthesis of molecular scaffolds with potential pharmacological relevance. We became interested in the preparation of novel 5-aroyl-1-aryltetrazoles as (1) they still represent challenging structures not easily accessible through the methods described in literature, and (2) the -ketotetrazolic framework may be considered as a potential bioisostere of the enonic linker of chalcones. In the present work, a novel, simple, effective and general synthesis for this class of compounds is described.
KW - 5-aroyl-1-aryltetrazoles
KW - Ugi reaction
KW - chalcones
KW - isocyanides
KW - multicomponent reactions
UR - http://www.scopus.com/inward/record.url?scp=78650220446&partnerID=8YFLogxK
U2 - 10.1055/s-0030-1258273
DO - 10.1055/s-0030-1258273
M3 - Article
SN - 0039-7881
SP - 4107
EP - 4118
JO - Synthesis
JF - Synthesis
IS - 23
M1 - T13310SS
ER -