Issue 19, 2015
From the journal:

Organic & Biomolecular Chemistry

Synthesis of naked amino-pyrroloindoline via direct aminocyclization of tryptamine†

Zhigao Shen,‡a   Zilei Xia,‡a   Huijun Zhao,b   Jiadong Hu,a   Xiaolong Wan,c   Yisheng Lai,*a   Chen Zhu*b  and  Weiqing Xie*cd  

* Corresponding authors

a State Key Laboratory of Natural Medicines, Jiangsu Key Laboratory of Drug Discovery for Metabolic Diseases, Center of Drug Discovery, China Pharmaceutical University, 24 Tongjiaxiang, Nanjing 210009, China
E-mail: yslai@cpu.edu.cn
Fax: +86-025-83271015
Tel: +86-025-83271015

b Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, 199 Ren-Ai Road, Suzhou, Jiangsu 215123, China
E-mail: chzhu@suda.edu.cn
Tel: +86-512-65883179

c State Key Laboratory of Bioorganic & Natural Products Chemistry, Shanghai Institute of Organic Chemistry Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, China
E-mail: xiewq@sioc.ac.cn
Fax: +86-21-64166128
Tel: +86-21-57495341

d Shaanxi Key Laboratory of Natural Products & Chemical Biology, College of Science, Northwest A&F University, 22 Xiong Road, Yangling 712100, Shanxi, China

Abstract

The first direct access to unprotected amino-pyrroloindoline via aminocyclization of tryptamine and tryptophan has been described. A variety of structurally diverse amino-pyrroloindolines are furnished by the use of O-(2,4-dinitrophenyl)hydroxylamine (DPH) as the nitrogen source in the presence of catalytic Rh2(esp)2.

Graphical abstract: Synthesis of naked amino-pyrroloindoline via direct aminocyclization of tryptamine

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Article information

DOI
https://doi.org/10.1039/C5OB00546A
Article type
Communication
Submitted
18 Mar 2015
Accepted
10 Apr 2015
First published
10 Apr 2015

Org. Biomol. Chem., 2015,13, 5381-5384

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Synthesis of naked amino-pyrroloindoline via direct aminocyclization of tryptamine

Z. Shen, Z. Xia, H. Zhao, J. Hu, X. Wan, Y. Lai, C. Zhu and W. Xie, Org. Biomol. Chem., 2015, 13, 5381 DOI: 10.1039/C5OB00546A

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