Synthesis of ¹¹C-Labelled Symmetrical Ureas via the Rapid Incorporation of [¹¹C]CO₂ into Aliphatic and Aromatic Amines

TY - JOUR

T1 - Synthesis of 11C-Labelled Symmetrical Ureas via the Rapid Incorporation of [11C]CO2 into Aliphatic and Aromatic Amines

AU - Karim Haji Dheere, Abdul

AU - Bongarzone, Salvatore

AU - Taddei, Carlotta

AU - Yan, Ran

AU - Gee, Antony D.

PY - 2015

Y1 - 2015

N2 - An efficient method to radiolabel symmetrical [11C]ureas using 1,8-diazabicycloundec-7-ene (DBU) and cyclotron-produced [11C]CO2 has been developed. [11C]urea derivatives were obtained when aliphatic and aromatic amines were used with excellent radiochemical yields (RCYs) of over 70%. The mechanism of the reaction is proposed on the basis of control experiments. This simple and robust methodology provides a powerful tool to prepare 11C-labelled ureas previously inaccessible by existing methods and enable their utilisation for in vivo molecular imaging applications.

AB - An efficient method to radiolabel symmetrical [11C]ureas using 1,8-diazabicycloundec-7-ene (DBU) and cyclotron-produced [11C]CO2 has been developed. [11C]urea derivatives were obtained when aliphatic and aromatic amines were used with excellent radiochemical yields (RCYs) of over 70%. The mechanism of the reaction is proposed on the basis of control experiments. This simple and robust methodology provides a powerful tool to prepare 11C-labelled ureas previously inaccessible by existing methods and enable their utilisation for in vivo molecular imaging applications.

KW - carbon dioxide

KW - carbon-11

KW - DBU

KW - Mitsunobu reaction

KW - symmetrical urea

UR - http://www.scopus.com/inward/record.url?scp=84940908119&partnerID=8YFLogxK

U2 - 10.1055/s-0034-1381055

DO - 10.1055/s-0034-1381055

M3 - Article

SN - 0936-5214

VL - 26

SP - 2257

EP - 2260

JO - SYNLETT

JF - SYNLETT

IS - 16

M1 - st-2015-d0366-l

ER -