Silver(I)‐Catalyzed Route to Pyrroles: Synthesis of Halogenated Pseudilins as Allosteric Inhibitors for Myosin ATPase and X‐ray Crystal Structures of the Protein–Inhibitor Complexes

Abstract

Abstract The pentahalogenated 2‐arylpyrrole‐type alkaloids pentabromopseudilin and pentachloropseudilin represent a new class of isoform‐specific allosteric inhibitors of myosin ATPase. Herein, we describe an application of the silver(I)‐catalyzed cycloisomerization of N ‐(homopropargyl)toluenesulfonamides to the total syntheses of these natural products and several non‐natural analogues. Moreover, we examine the inhibitiory effect of pentahalogenated pseudilins on myosin ATPase activity.