Harnessing hypervalent iodonium ylides as carbene precursors: C–H activation of N-methoxybenzamides with a Rh(III)-catalyst,Chemical Communications

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Harnessing hypervalent iodonium ylides as carbene precursors: C–H activation of N-methoxybenzamides with a Rh(III)-catalyst
Chemical Communications ( IF 4.3 ) Pub Date : 2020-11-10 , DOI: 10.1039/d0cc06038k
Sivakalai Mayakrishnan _{1,

2,

3,

4} , Masilamani Tamizmani _{5,

6,

7,

8,

9} , Naryanan Uma Maheswari _{1,

2,

3,

4}

Affiliation

Hypervalent iodonium ylides expeditiously generate carbenes which undergo domino intermolecular C–H activation followed by intramolecular condensation in the presence of N-methoxybenzamide as a starting material and a Rh(III)-catalyst to afford dihydrophenanthridines. KIE studies and DFT calculations were performed to substantiate the mechanistic pathway. To extend the synthetic utilisation, fluorescent pyranoisocoumarins were achieved by using Rh(III)-catalyzed peri-C–H/O–H activation/annulation reactions.

中文翻译：

利用高价碘鎓盐作为卡宾前体：用Rh（III）催化剂C–H活化N-甲氧基苯甲酰胺

高价碘鎓叶立德迅速生成碳烯，这些碳烯经过多米诺骨牌分子间CH活化，然后在以N-甲氧基苯甲酰胺为起始原料和Rh（III）催化剂存在下进行分子内缩合，得到二氢菲啶。进行了KIE研究和DFT计算，以证实机理途径。以延长合成利用率，荧光pyranoisocoumarins通过使用的Rh（实现III）催化围-C-H / O-H活化/环反应。

更新日期：2020-11-27

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