- Rhodium-catalyzed oxidative C-H/C-H cross-coupling of aniline with heteroarene: N-nitroso group enabled mild conditions
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The development of transition metal-catalyzed oxidative C-H/C-H cross-coupling between two (hetero)arenes to forge aryl-heteroaryl motifs under mild conditions is an appealing yet challenging task. Herein, we disclose a rhodium-catalyzed oxidative C-H/C-H cross-coupling reaction of an N-nitrosoaniline with a heteroarene under mild conditions. The judicious choice of the N-nitroso group as a directing group enables heightened reactivity. The coupled products could be transformed expediently to (2-aminophenyl)heteroaryl skeletons.
- He, Shuang,Tan, Guangying,Luo, Anping,You, Jingsong
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supporting information
p. 7794 - 7797
(2018/07/25)
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- Highly selective sp3 C-N bond activation of tertiary anilines modulated by steric and thermodynamic factors
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A highly selective sp3 C-N cleavage of tertiary anilines was achieved using the TBN/TEMPO catalyst system. When N,N-diaklylanilines (alkyl, benzyl) were employed, the N-CH3 bond was selectively cleaved via radical C-H activation. Moreover, when the allyl group was installed, totally reverse selectivity was observed. It is worth noting that the solvent effect is also crucial to obtain high reaction efficiency and selectivity.
- Jia, Xiaodong,Li, Pengfei,Shao, Yu,Yuan, Yu,Ji, Honghe,Hou, Wentao,Liu, Xiaofei,Zhang, Xuewen
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supporting information
p. 5568 - 5574
(2017/12/06)
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- Electrophilic ipso-Substitutions. Part 3. Reactions of 3-Substituted Indoles, 4-Substituted N,N-Dimethylanilines, and 1- and 3-Substituted Indolizines with Nitrous Acid
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Reactions of 3-substituted indoles, N,N-dimethylanilines, and 1- and 3-substituted indolizines with nitrous acid yield products of ipso-substitutions, essentially the corresponding nitro-derivatives.An electron transfer process is proposed for the initial
- Colonna, Martino,Greci, Lucedio,Poloni, Marino
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p. 165 - 170
(2007/10/02)
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