Rhodium- and iridium-catalyzed oxidative coupling of benzoic acids with alkynes via regioselective C-H bond cleavage
Rhodium- and iridium-catalyzed oxidative coupling of benzoic acids with alkynes via regioselective C-H bond cleavage
复制标题
DOI：
10.1021/jo070735n
复制
发表时间：
2007-07-06
影响因子：
3.6
通讯作者：
Miura, Masahiro
中科院分区：
文献类型：
--
作者：
Ueura, Kenji;Satoh, Tetsuya;Miura, Masahiro
在[Cp* RhCl 2]（2）和Cu（OAc）（2）中心点H2O分别作为催化剂和氧化剂的存在下，苯甲酸与内炔的氧化偶联反应有效地进行，生成相应的异香豆素衍生物。铜盐可在空气中还原至催化量。有趣的是，通过使用[Cp* IrCl 2]（2）代替[Cp* RhCl 2]（2），底物经历1：2偶联，伴随着脱羧，仅得到萘衍生物。在这种情况下，Ag2CO3充当有效的氧化剂。
The oxidative coupling of benzoic acids with internal alkynes effectively proceeds in the presence of [Cp*RhCl2](2) and Cu(OAc)(2)center dot H2O as catalyst and oxidant, respectively, to produce the corresponding isocoumarin derivatives. The copper salt can be reduced to a catalytic quantity under air. Interestingly, by using [Cp*IrCl2](2) in place of [Cp*RhCl2](2), the substrates undergo 1:2 coupling accompanied by decarboxylation to afford naphthalene derivatives exclusively. In this case, Ag2CO3 acts as an effective oxidant.