A mild and regioselective route to functionalized quinazolines.
A Rh-catalyzed ortho-amidation cyclocondensation sequence gave a range of 4-aminoquinazolines in high yield. The method features a remarkably mild C(sp(2) )H activation step and can be exploited to rapidly access compounds with established biological activity.
Department of Chemistry, University of Sheffield, Sheffield, S3 7HF (UK).
Tracy M M
TM
Maiden
GlaxoSmithKline, Stevenage, Hertfordshire, SG1 2NY (UK).
Stephen
S
Swanson
GlaxoSmithKline, Stevenage, Hertfordshire, SG1 2NY (UK).
Panayiotis A
PA
Procopiou
Department of Chemistry, University of Sheffield, Sheffield, S3 7HF (UK). j.harrity@sheffield.ac.uk.
Joseph P A
JP
Harrity
D000577:Amides / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D015394:Molecular Structure; D011799:Quinazolines / Q000138:chemical synthesis* / Q000737:chemistry; D012238:Rhodium / Q000737:chemistry
C573775:4-aminoquinazoline; D000577:Amides; D011799:Quinazolines; D012238:Rhodium
amidation; cyclization; homogeneous catalysis; oxazolines; quinazolines