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钯催化吲哚和马来酰亚胺的区域选择性串联氧化偶联反应:一锅法合成吲哚并吡咯并咔唑及相关吲哚基马来酰亚胺。

Palladium-Catalyzed Tandem Regioselective Oxidative Coupling from Indoles and Maleimides: One-Pot Synthesis of Indolopyrrolocarbazoles and Related Indolylmaleimides.

机构信息

Department of Chemistry, Donghua University , Shanghai 201620, China.

State Key Laboratory of Bioorganic & Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , Shanghai 200032, China.

出版信息

Org Lett. 2016 Jan 15;18(2):152-5. doi: 10.1021/acs.orglett.5b02944. Epub 2015 Dec 28.

Abstract

An efficient Pd(II)-catalyzed approach for the direct synthesis of indolo[3,2-a]pyrrolo[3,4-c]carbazole-6,8-diones has been developed from both free and protected (NH) indoles and maleimides via a regioselective tandem oxidative coupling reaction. The yields are moderate to excellent. In addition, 2-substituted indoles are suitable substrates in this protocol, leading to the formation of indolylmaleimides. The present methodology provides a concise route to highly functionalized indolopyrrolocarbazole derivatives.

摘要

已开发出一种从游离和保护的(NH)吲哚和马来酰亚胺通过区域选择性串联氧化偶联反应直接合成吲哚并[3,2-a]吡咯并[3,4-c]咔唑-6,8-二酮的高效 Pd(II)催化方法。产率中等至优秀。此外,在该方案中,2-取代吲哚是合适的底物,导致吲哚基马来酰亚胺的形成。本方法为高度官能化的吲哚并吡咯并咔唑衍生物提供了一种简洁的合成途径。

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