Abstract
Cu3(BTC)2 (BTC: 1,3,5-benzenetricarboxylate) as a heterogeneous catalyst in the presence of cesium carbonate as a base is reported for the borylation of α,β-conjugated enones by bis(pinacolato)diboron (B2pin2). According to the hot-filtration test, Cu3(BTC)2 is acting as a heterogeneous catalyst. Further, Cu3(BTC)2 exhibits a wide substrate scope and can be reused in consecutive runs, maintaining a crystal structure as evidenced by powder X-ray diffraction (XRD). A suitable mechanism is also proposed for this transformation using Cu3(BTC)2 as catalyst.
Highlights
Organoboron compounds are important synthetic intermediates for a large variety of transition metal-catalyzed C–C and C–X (X: O, N, S) bond-forming reactions [1,2]
MIL-101(Cr) was synthesized by adopting earlier procedure, and its structural integrity was confirmed by powder X-ray diffraction (XRD), which was in good agreement with an earlier report [41]
As mentioned in the introduction, the main objectives of this work are to develop a benign and convenient heterogeneous catalyst based on cost-effective Cu metal as an active site to promote the addition of B2 pin2 to enones
Summary
Organoboron compounds are important synthetic intermediates for a large variety of transition metal-catalyzed C–C and C–X (X: O, N, S) bond-forming reactions [1,2]. The conjugate addition of B2 pin reagent to α,β-unsaturated carbonyl compounds is a convenient strategy to prepare functionalized organoboron compounds through the incorporation of a Bpin unit at the β-position of the carbonyl group [6]. This organic transformation was reported with a series of homogeneous catalysts consisting of transition metals such as Pt [7,8], Rh [9], Cu [10,11,12,13], Ni [14], N-heterocyclic carbenes [15,16], and Brönsted bases [17]. Homogeneous copper salts or complexes have been reported for this reaction [23], examples on the use of heterogeneous copper-based catalysts are still limited
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