TBAB‐Mediated Radical 5‐exo‐trig ipso‐Cyclization of 2‐Arylbenzamide for the Synthesis of Spiro[cyclohexane‐1,1′‐isoindoline]‐2,5‐diene‐3′,4‐dione

G Qiu, ZF Chen, W Xie, H Zhou - European Journal of Organic …, 2019 - Wiley Online Library
A TBAB‐mediated radical 5‐exo‐trig ipso‐cyclization of N‐aryl‐2‐arylbenzamide is
described herein for the synthesis of spiro [cyclohexane‐1, 1′‐isoindoline]‐2, 5‐diene‐3 …

KOtBu-Mediated Synthesis of Dimethylisoindolin-1-ones and Dimethyl-5-phenylisoindolin-1-ones: Selective C–C Coupling of an Unreactive Tertiary sp3 C–H Bond

BS Bhakuni, A Yadav, S Kumar, S Patel… - The Journal of …, 2014 - ACS Publications
A new reaction for the synthesis of dimethylisoindolinones has been presented from 2-halo-
N-isopropyl-N-alkylbenzamide substrates and KO t Bu by the selective C–C coupling of an …

Six-versus five-membered ring formation in radical cyclizations of 7-bromo-substituted hexahydroindolinones

P Rashatasakhon, AD Ozdemir, J Willis… - Organic Letters, 2004 - ACS Publications
Radical cyclization of N-allyl-7-bromo-3a-methyl-hexahydroindol-2-one affords a six-
membered ring product that prevails over the isomeric five-membered compound. The …

Electrochemical 5-exo-dig aza-cyclization of 2-alkynylbenzamides toward 3-hydroxyisoindolinone derivatives

Z Shi, N Li, WZ Wang, HK Lu, Y Yuan, Z Li… - Organic & Biomolecular …, 2022 - pubs.rsc.org
Preparation of biologically relevant 3-hydroxyisoindolinones from readily available 2-
alkynylbenzamides is an appealing synthetic approach. However, such kinds of compounds …

Efficient and Regioselective 9-Endo Cyclization of α-Carbamoyl Radicals

L Song, K Liu, C Li - Organic Letters, 2011 - ACS Publications
With the promotion of Lewis acid BF3• OEt2, various N-(hex-5-enyl)-2-iodoalkanamides
underwent efficient and regioselective 9-endo iodine-atom-transfer radical cyclization …

Cascade radical cyclization on 3-propargyl-2-alkenyl indole gives stereoselective access to cyclohepta [b] indole over carbazole

SJ Gharpure, S Kumari - Chemical Communications, 2024 - pubs.rsc.org
A protecting group-dependent diastereoselective synthesis of cyclohepta [b] indole over
carbazole derivatives is developed. This strategy involves a regioselective 6-exo-trig radical …

Brønsted acid mediated intramolecular cyclopropane ring expansion/[4+ 2]-cycloaddition

J Li, S Zhu, Q Xu, L Liu, S Yan - Organic & Biomolecular Chemistry, 2019 - pubs.rsc.org
A cascade reaction of 3-hydroxy-2-phenylisoindolin-1-one and cyclopropyl ketone has been
developed via a BrØnsted acid-promoted ring-opening/intramolecular cross …

An Efficient Route to Highly Substituted Indoles via Tetrahydroindol‐4(5H)‐one Intermediates Produced by Ring‐Opening Cyclization of Spirocyclopropanes with …

H Nambu, W Hirota, M Fukumoto… - … A European Journal, 2017 - Wiley Online Library
An efficient route to highly substituted indoles was developed. It included regioselective
functionalization of tetrahydroindol‐4 (5H)‐ones, prepared by ring‐opening cyclization of …

Novel 7-and 8-endo 2-indolylacyl radical cyclizations: efficient construction of azepino-and azocinoindoles

ML Bennasar, T Roca… - The Journal of Organic …, 2007 - ACS Publications
Regioselective 7-and 8-endo cyclizations of selenoester derived 2-indolylacyl radicals upon
amino tethered alkenes have been used to synthesize azepino [3, 2-b]-and azocino [4, 3-b] …

Directed synthesis of 2-spiroindolines from indole derivatives by formic acid-induced N-acyliminium ion-conjugated diene spirocyclization

H Abe, N Miyagawa, S Hasegawa, T Kobayashi… - Tetrahedron …, 2015 - Elsevier
Abstract Synthesis of 2-spiroindolines from 2-substituted indole derivatives via acid-induced
N-acyliminium ion-conjugated diene spirocyclization was demonstrated. This methodology …