Synthesis of Complex Tetracyclic Fused Scaffolds Enabled by (3+2) Cycloaddition

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作   者：

Porte, Vincent;  van Veen, Branca C.;  Zhang, Haoqi;  Piacentini, Paolo;  Matheu, Sergio Armentia;  Woolford, Sophie;  Sokol, Kevin R.;  Shaaban, Saad;  Weinstabl, Harald;  Maulide, Nuno; 

作者机构：

Boehringer Ingelheim RCV GmbH&CoKG;  University of Vienna Institute of Organic Chemistry; 

关键词：

FRAGMENTS;  CHEMICAL SPACE;  YLIDES; 

期刊名称：

Organic letters

i s s n：

1523-7060

年卷期：

2024 年 26 卷 23 期

页   码：

4873-4876

页   码：

摘   要：

We describe the single-step formation of complex tetracyclic fused scaffolds enabled by (3 + 2) cycloaddition of azomethine ylides. Various indoles, N-protecting groups, and amino acids are well tolerated. The products are obtained in a catalyst-free manner with moderate to excellent yield and high diastereoselectivity. Representing a new scaffold that is not yet found in nature, the construction of pyrrolidine-fused cyclohepta-, azepino-, or oxepinoindoles could be found valuable in the synthesis of new pseudo-natural products.