Palladium-Catalyzed Intramolecular Cross-Coupling of Unactivated C(sp3)–H and C(sp2)–H Bonds,Organic Letters

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Palladium-Catalyzed Intramolecular Cross-Coupling of Unactivated C(sp3)–H and C(sp2)–H Bonds
Organic Letters ( IF 4.9 ) Pub Date : 2021-09-03 , DOI: 10.1021/acs.orglett.1c02567
Zhuo Wu ₁ , Zechen Wu ₁ , Xueliang Sun ₁ , Weixin Qi ₁ , Zhengyang Zhang ₁ , Yanghui Zhang ₁

Affiliation

Direct C–H/C–H coupling represents an appealing method for the construction of C–C bonds, and the cross-coupling of unactivated C(sp³)–H and C(sp²)–H bonds is challenging and remains to be investigated. We have developed the Pd-catalyzed intramolecular coupling of inert C(sp³)–H and C(sp²)–H bonds. The reaction proceeded by o-methyl oxime-directed aryl C(sp²)–H activation and subsequent alkyl C(sp³)–H cleavage, generating C(sp²),C(sp³)-palladacycles as the key intermediates. Dihydrobenzofurans and indanes were formed as the final products.

中文翻译：

钯催化未活化 C(sp3)–H 和 C(sp2)–H 键的分子内交叉偶联

直接 C-H/C-H 偶联是构建 C-C 键的一种有吸引力的方法，未活化的 C(sp ³ )-H 和 C(sp ² )-H 键的交叉偶联具有挑战性，并且仍有待研究被调查。我们开发了 Pd 催化的惰性 C(sp ³ )-H 和 C(sp ² )-H 键的分子内偶联。该反应通过邻甲基肟导向的芳基 C(sp ² )-H 活化和随后的烷基 C(sp ³ )-H 裂解进行，生成 C(sp ² ),C(sp ³ )-钯环作为关键中间体。最终产物形成二氢苯并呋喃和茚满。

更新日期：2021-09-17

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