Intramolecular oxidative diamination and aminohydroxylation of olefins under metal-free conditions

Organic Letters
Hyun Jin KimSukbok Chang

Abstract

A metal-free procedure that is simple to operate and convenient to handle was developed for the facile intramolecular oxidative diamination of olefins using an iodobenzene diacetate oxidant and a halide additive to furnish bisindolines at room temperature. The present reaction is featured by mild conditions, a broad substrate scope, and excellent functional group tolerance. The same protocol was successfully extended to the aminohydroxylation.

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Citations

Jun 9, 2016·The Journal of Organic Chemistry·Kamal Krishna RajbongshiProdeep Phukan
Jun 29, 2016·Organic Letters·Luis M Mori-Quiroz, Michael D Clift
Apr 14, 2017·Organic & Biomolecular Chemistry·Elsa Deruer, Sylvain Canesi
Jul 25, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Ji Hoon LeeKi Bum Hong
Jun 22, 2013·Angewandte Chemie·Kwangmin ShinSukbok Chang
Aug 21, 2012·Organic Letters·Gui-Rong QuJohn S Fossey
Feb 5, 2013·The Journal of Organic Chemistry·Ulrich KloecknerBoris J Nachtsheim
Feb 27, 2013·The Journal of Organic Chemistry·Kilian Muñiz, Claudio Martínez
Nov 19, 2013·Journal of the American Chemical Society·Yin WangCongyang Wang
Aug 23, 2012·Journal of the American Chemical Society·José A SoutoKilian Muñiz
Feb 14, 2013·Organic Letters·Caren RöbenKilian Muñiz
Oct 14, 2014·The Journal of Organic Chemistry·Gong-Qing Liu, Yue-Ming Li
Oct 4, 2012·Organic Letters·Stephen Sanjaya, Shunsuke Chiba
Nov 28, 2012·Organic Letters·Christian H MüllerUlrich Hennecke
Nov 30, 2012·Organic Letters·Hisaaki ZaimokuHiroyuki Ishibashi
May 6, 2015·Organic Letters·Michael W DannemanJeffrey N Johnston
Dec 13, 2019·Organic Letters·Ranran CuiHaijun Chen
Sep 19, 2014·Journal of the American Chemical Society·David E OlsonJ Du Bois
Mar 1, 2013·Organic Letters·Santhosh Kumar AllaTharmalingam Punniyamurthy
Jan 7, 2022·The Journal of Organic Chemistry·Alexander V AksenovMichael Rubin

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