Abstract
A combined Lewis acid system comprising of two or more Lewis acids occasionally exhibits augmented catalytic activity in organic transformations which are otherwise unrealizable by either of the components exclusively. On the other hand, the efficient construction of multiple new C-C bonds and polycyclic structures in minimal steps remains a subject of great interest in both academia and industry. Herein we report an efficient method to assemble aryldihydronaphthalene derivatives via a cascade reaction of diarylalkynes with acrylates under the catalysis of a combined Lewis acid derived from In(III) salt and TMSBr.
Highlights
In the context of green chemistry, efficient methods to forge multiple new C-C bonds and to introduce molecular complexity in minimal steps have been a long-standing and important goal in the development of modern organic chemistry [1,2]
Since the pioneering studies by Fujiwara et al [16,17], numerous catalytic methods have been developed in this field in which a series of transition metals, Lewis and Bronsted acids have been found effective for catalyzing the hydroarylation [18,19,20,21,22,23,24,25,26,27,28,29,30,31,32,33,34,35,36,37,38,39]
Lewis acid via the aryldihydronaphthalene derivatives with this combined Lewis acid via the reaction sequence shown reaction shown in Scheme 2
Summary
In the context of green chemistry, efficient methods to forge multiple new C-C bonds and to introduce molecular complexity in minimal steps have been a long-standing and important goal in the development of modern organic chemistry [1,2] In this regard, aryldihydronaphthalene derivatives are attractive targets mainly due to their widespread occurrence in natural products and bioactive compounds (Figure 1) [3,4,5,6,7]. Aryldihydronaphthalene derivatives are attractive targets mainly due to their widespread occurrence in natural products and bioactive compounds (Figure 1) [3,4,5,6,7] They are employed as fluorescent ligands in biochemistry studies or building blocks towards the synthesis of several biologically-active cyclic molecules [8,9,10,11].
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