Copper(II) tetrafluoroborate as an extremely efficient catalyst for 1,3-dithiolane/dithiane formation from carbonyl compounds under solvent-free conditions at room temperature

Besra, Ram C. ; Rudrawar, Santosh ; Chakraborti, Asit K. (2005) Copper(II) tetrafluoroborate as an extremely efficient catalyst for 1,3-dithiolane/dithiane formation from carbonyl compounds under solvent-free conditions at room temperature Tetrahedron Letters, 46 (37). pp. 6213-6217. ISSN 0040-4039

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/j.tetlet.2005.07.059

Abstract

Copper(II) tetrafluoroborate hydrate is a new and extremely efficient catalyst for 1,3-dithiolane/dithiane formation from aromatic, heteroaromatic and aliphatic aldehydes and cyclic saturated ketones in 1–5 min under solvent-free conditions at room temperature. The reaction is compatible with other functionalities such as ether, ester, hydroxyl, halide, nitro and cyano groups and exhibits excellent chemoselectivity. α,β-Unsaturated aldehydes/ketones lead to selective formation of 1,3-dithiolanes instead of Michael addition products. For substrates bearing an aldehyde and a ketone carbonyl group, chemoselective dithiolane formation takes place with the aldehyde.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Copper(II) Tetrafluoroborate; Catalyst; Aldehyde; Ketone; 1,3-Dithiolane; 1,3-Dithiane; Solvent-Free
ID Code:100633
Deposited On:19 Jan 2017 12:03
Last Modified:19 Jan 2017 12:03

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