95932-40-4Relevant academic research and scientific papers
Photo-induced thiolate catalytic activation of inert Caryl-hetero bonds for radical borylation
K?nig, Burkhard,Wang, Hua,Wang, Shun
supporting information, p. 1653 - 1665 (2021/06/17)
Substantial effort is currently being devoted to obtaining photoredox catalysts with high redox power. Yet, it remains challenging to apply the currently established methods to the activation of bonds with high bond dissociation energy and to substrates with high reduction potentials. Herein, we introduce a novel photocatalytic strategy for the activation of inert substituted arenes for aryl borylation by using thiolate as a catalyst. This catalytic system exhibits strong reducing ability and engages non-activated Caryl–F, Caryl–X, Caryl–O, Caryl–N, and Caryl–S bonds in productive radical borylation reactions, thus expanding the available aryl radical precursor scope. Despite its high reducing power, the method has a broad substrate scope and good functional-group tolerance. Spectroscopic investigations and control experiments suggest the formation of a charge-transfer complex as the key step to activate the substrates.
A new, efficient, and catalyst-free microwave-assisted approach for formation of O-tert-butoxy carbonates
K'tir, Hacene,Amira, Aicha,Berredjem, Malika,Aouf, Nour-Eddine
supporting information, p. 851 - 853 (2014/06/23)
A new simple, efficient, greener, and catalyst-free chemoselective protocol for the O-tert-butoxycarbonylation of various structurally diverse hydroxy compounds was carried out with (Boc)2O under microwave radiation. The corresponding O-tertbutoxy carbonates were obtained in good to excellent yields in a short reaction time without any side reactions.
Facile tert-butoxycarbonylation of alcohols, phenols, and amines using BiCl3 as a mild and efficient catalyst
Suryakiran,Prabhakar,Venkateswarlu
, p. 177 - 185 (2008/03/17)
Facile tert-butoxycarbonylation of alcohols, phenols, and amines is described by treatment of alcohols, phenols, and amines with di-tert-butyl dicarbonate in the presence of a catalytic amount of bismuth(III) chloride, a mild and efficient catalyst, at room temperature in excellent yields. Copyright Taylor & Francis Group, LLC.
A novel tert-butoxycarbonylation reagent: 1-tert-butoxy-2-tert-butoxycarbonyl-1,2-dihydroisoquinoline (BBDI)
Saito, Yukako,Ouchi, Hidekazu,Takahata, Hiroki
, p. 11599 - 11607 (2007/10/03)
The use of 1-tert-butoxy-2-tert-butoxycarbonyl-1,2-dihydroisoquinoline (BBDI) as a tert-butoxycarbonylation reagent for acidic proton-containing substrates such as phenols, aromatic and aliphatic amines hydrochlorides, and aromatic carboxylic acids in the absence of a base is described. The reactions proceed chemoselectively in high yield under mild conditions.
1-tert-butoxy-2-tert-butoxycarbonyl-1,2-dihydroisoquinoline: A novel and chemoselective tert-butoxycarbonylation reagent
Ouchi, Hidekazu,Saito, Yukako,Yamamoto, Yutaka,Takahata, Hiroki
, p. 585 - 587 (2007/10/03)
(formula presented) The use of 1-tert-butoxy-2-tert-butoxycarbonyl-1,2-dihydroisoquinoline (BBDI) as tert-butoxycarbonylation reagent for aromatic and aliphatic amine hydrochlorides and phenols in the absence of a base has been demonstrated. The reactions proceed chemoselectively in high yield under mild conditions.
Phase transfer catalysis in the tert-butyloxycarbonylation of alcohols, phenols, enols, and thiols with di-tert-butyl dicarbonate
Houlihan, F.,Bouchard, J.,Frechet, J. M. J.,Willson, C. G.
, p. 153 - 162 (2007/10/02)
It is shown that the tert-butyloxycarbonylation of phenols, alcohols, enols, and thiols can be accomplished by reaction of these functionalities with di-tert-butyl bicarbonate under phase transfer conditions.The reactions proceed in high yield and can also be used for the introduction of t-BOC groups onto functionalized polymer backbones such as poly(p-hydroxystyrene).In addition, a study is made of the selectivity towards tert-butyloxycarbonilation of various polyfunctional compounds.
