A Highly Efficient Tandem Reaction of 2‐(<i>gem</i>‐Dibromovinyl)phenols(thiophenols) with Organosilanes to 2‐Arylbenzofurans (thiophenes)

Jie Liu, Wei Chen, Yong Ji, Lei Wang

Advanced Synthesis & Catalysis · 2012 · 41 citations · 54 references

Concepts

Abstract

Abstract 2‐Arylbenzofurans(thiophenes) were prepared through an efficient tandem elimination–intramolecular addition–Hiyama cross‐coupling reaction. In the presence of tetra‐( n ‐butyl)ammonium fluoride (TBAF), palladium(II) acetate [Pd(OAc) 2 ] and triphenylphosphine (PPh 3 ), the reaction of 2‐( gem ‐dibromovinyl)phenols(thiophenols) with phenyl(trialkoxy)silanes proceeded smoothly and generated the corresponding products with good yields in one‐pot. It should be noted that TBAF plays an important role in the tandem reaction.

References

54