Design of Experiments Applied to Heck-Matsuda Arylations. Optimizing the Synthesis of Resveratrol, DMU and Stilbene Derivatives

Design of Experiments Applied to Heck-Matsuda Arylations. Optimizing the Synthesis of Resveratrol, DMU and Stilbene Derivatives

Correia, Carlos Roque Duarte; Perez, Carla Cristina

Abstract:

Stilbene and its derivatives have been attracting considerable attention from the scientific community due to its multiple human health benefits, including chemoprevention and antitumor activity. In 2008 our group completed the synthesis of resveratrol 1, DMU-212 2 (figure 1) and other stilbene derivatives using as key step the Matsuda-Heck arylation. Although effective, we had to rely on benzonitrile as the ideal solvent to achieve high yields and stereoselectivity. Our main goal with this study was the preparation of these derivatives using even more practical and greener conditions.

Stilbene and its derivatives have been attracting considerable attention from the scientific community due to its multiple human health benefits, including chemoprevention and antitumor activity. In 2008 our group completed the synthesis of resveratrol 1, DMU-212 2 (figure 1) and other stilbene derivatives using as key step the Matsuda-Heck arylation. Although effective, we had to rely on benzonitrile as the ideal solvent to achieve high yields and stereoselectivity. Our main goal with this study was the preparation of these derivatives using even more practical and greener conditions.

Palavras-chave:

DOI: 10.5151/chempro-15bmos-BMOS2013_201381915267

Referências bibliográficas

• [1] 1 Fulda, S. Drug Discovery Today 2010, 15, 757.
• [2] 2 Moro, A.V.; Cardoso, F.S.P.; Correia, R.D. Tetrahedron Lett. 2008, 49, 5668.

Como citar:

Correia, Carlos Roque Duarte; Perez, Carla Cristina; "Design of Experiments Applied to Heck-Matsuda Arylations. Optimizing the Synthesis of Resveratrol, DMU and Stilbene Derivatives", p-45-45. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 2, Dezembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-15bmos-BMOS2013_201381915267