Jana Ranjan, Trivedi Rushi, Tunge Jon A
Department of Chemistry, The University of Kansas, Lawrence, Kansas 66045, USA.
Org Lett. 2009 Aug 6;11(15):3434-6. doi: 10.1021/ol901288r.
Allyl esters of 3-carboxylcoumarins undergo facile decarboxylative coupling at just 25-50 degrees C. This represents the first extension of decarboxylative C-C bond-forming reactions to the coupling of aromatics with sp(3)-hybridized electrophiles. Finally, the same concept can be applied to the sp(2)-sp(3) couplings of pyrones and flavones. Thus, a variety of biologically important heteroaromatics can be readily functionalized without the need for strong bases or stoichiometric organometallics that are typically required for more standard cross-coupling reactions.
3-羧基香豆素的烯丙酯在仅25至50摄氏度时就能轻松进行脱羧偶联反应。这代表了脱羧碳-碳键形成反应首次扩展到芳烃与sp(3)杂化亲电试剂的偶联反应。最后，相同的概念可应用于吡喃酮和黄酮的sp(2)-sp(3)偶联反应。因此，无需强碱或化学计量的有机金属试剂（这些通常是更标准的交叉偶联反应所必需的），就能轻松实现多种具有生物学重要性的杂芳烃的官能化。
