Cine substitution of arenes using the aryl carbamate as a removable directing group was written by Mesganaw, Tehetena;Fine Nathel, Noah F.;Garg, Neil K.. And the article was included in Organic Letters in 2012.SDS of cas: 1563-38-8 This article mentions the following:
An efficient and controlled means to achieve a rare cine substitution of arenes is reported. The methodol. relies on the strategic use of aryl O-carbamates as readily removable directing groups for arene functionalization. The removal of aryl carbamates is achieved by employing an air-stable Ni(II) precatalyst, along with an inexpensive reducing agent, to give synthetically useful yields across a range of substrates. The net cine substitution process offers a new strategy for analog synthesis, which complements the well-established logic for achieving arene functionalization by ipso substitution. In the experiment, the researchers used many compounds, for example, 2,2-Dimethyl-2,3-dihydrobenzofuran-7-ol (cas: 1563-38-8SDS of cas: 1563-38-8).
2,2-Dimethyl-2,3-dihydrobenzofuran-7-ol (cas: 1563-38-8) belongs to benzofurans derivatives. Benzofurans are only weakly aromatic in nature and they are cleaved by many oxidative and reductive conditions. As benzofurans are prone to undergo ring opening of the heterocycle, examples of reduction of this type of aromatics by using dissolving metals are rather scarce.SDS of cas: 1563-38-8
Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem