1339075-24-9Relevant articles and documents
Synthesis of functionalized cinnamaldehyde derivatives by an oxidative heck reaction and their use as starting materials for preparation of Mycobacterium tuberculosis 1-deoxy-d-xylulose-5-phosphate reductoisomerase inhibitors
Nordqvist, Anneli,Bjoerkelid, Christofer,Andaloussi, Mounir,Jansson, Anna M.,Mowbray, Sherry L.,Karlen, Anders,Larhed, Mats
, p. 8986 - 8998 (2011/12/03)
Cinnamaldehyde derivatives were synthesized in good to excellent yields in one step by a mild and selective, base-free palladium(II)-catalyzed oxidative Heck reaction starting from acrolein and various arylboronic acids. Prepared α,β-unsaturated aldehydes were used for synthesis of novel α-aryl substituted fosmidomycin analogues, which were evaluated for their inhibition of Mycobacterium tuberculosis 1-deoxy-d-xylulose 5-phosphate reductoisomerase. IC50 values between 0.8 and 27.3 μM were measured. The best compound showed activity comparable to that of the most potent previously reported α-aryl substituted fosmidomycin-class inhibitor.