404586-95-4Relevant articles and documents
Anionic Fries rearrangement of aryl carbonates. A facile route to ortho-hydroxy esters
Ananin, Aleksei V.,Kraus, George A.
supporting information, (2020/10/13)
Aryl carbonates react with LDA or LiTMP to produce ortho-hydroxy esters.
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.
Nickel catalyzed cross-coupling of aryl C-O based electrophiles with aryl neopentylglycolboronates
Leowanawat, Pawaret,Zhang, Na,Percec, Virgil
experimental part, p. 1018 - 1025 (2012/03/22)
The efficiency of mesylates, sulfamates, esters, carbonates, carbamates, and methyl ethers as C-O-based electrophiles attached to the 1- or 2-position of naphthalene and to activated and nonactivated phenyl substrates was compared for the first time in Ni-catalyzed cross-coupling with phenyl neopentylglycolboronates containing electron-rich and electron-deficient substituents in their para-position. These experiments were performed in the presence of four different Ni(II)- and Ni(0)-based catalysts. Ni(II)-based catalysts mediate the cross-coupling of most 2-naphthyl C-O electrophiles with both arylboronic acids and with neopentylglycolboronates when K 3PO4 is used as base. The same catalysts are not efficient when CsF is used as base. However, Ni(0)-based catalysts exhibit selective efficiency, and when reactive, their efficiency is higher than that of Ni(II)-based catalysts in the presence of both K3PO4 and CsF. These results provide both reaction conditions for the cross-coupling, and for the elaboration of orthogonal cross-coupling methodologies of various C-O based electrophiles with aryl neopentylglycolboronates. With the exception of mesylates and sulfamates the efficiency of all other 2-naphthyl C-O electrophiles was lower in cross-coupling with aryl neopentylglycolboronates than with arylboronic acids