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• 886979-33-5 N-(2-ethynylbenzyl)aniline 
• 123217-52-7 3-Methyl-2-phenyl-2,3-dihydro-isoindole-1-thione 
• 141663-80-1 8,10,10,11,11-Pentamethyl-12-phenyl-9-thia-12-aza-tricyclo[6.3.1.0^2,7]dodeca-2,4,6-triene 
• 121562-31-0 2-Phenyl-1-methylisoindole 

Relevant academic research and scientific papers

Stoichiometric and Catalytic Inter- and Intramolecular Hydroamination of Terminal Alkynes by Frustrated Lewis Pairs

Frustrated Lewis pairs (FLPs) based on sterically encumbered anilines and the Lewis acid B(C6F5)3 were found to react with terminal alkynes effecting intermolecular hydroamination affording iminium alkynylborate species of the form [RPhN-C(R′)Me][R′CCB(C6F5)3]. In these cases, the reagent ratio of borane, aniline, and alkyne is 1:1:2. These reactions could also be performed in an intramolecular fashion by using anilines with alkynyl substituents effecting cyclization reactions. The use of 10mol % B(C6F5)3 under a H2 atmosphere provides a one-pot synthesis of the pyrrolidine 12, the piperidines 13-15, the azepane 16, the isoindoline 17, and the benzoxazine 18. Frustrated but satisfied: B(C6F5)3 was used to effect the stoichiometric and catalytic hydroamination of terminal alkynes by substituted anilines. Both inter- and intramolecular systems were explored in this reactivity. The mechanism adheres to previously observed frustrated Lewis pair reactivity.

Photoreactions of Isoindoline-1-thiones with Alkenes: Unusual Formation of Tricyclic Isoindolines

Photochemical cycloaddition reactions of cyclic thioamides and alkenes have been examined.Irradiation of 2-arylisoindoline-1-thiones 1 in the presence of alkenes 2 gave the unexpected tricyclic isoindolines 3-18.The formation of tricyclic isoindolines can