Method for catalytically preparing spiral [cyclopropane-1,3'- indole] compound

Abstract

The invention discloses a method for catalytically preparing a spiral [cyclopropane-1,3'- indole] compound. According to the method, silicon amino rare earth compounds of [(Me3Si)2N]3Ln(mu-Cl)Li(THF)3 is used as a catalyst for catalytically replacing isatin, phosphite ester and olefin to prepare a product through one-pot reaction; in the catalyst, (Me3Si)2N represents trimethyl silicon amino; Ln represents positive trivalent rare earth metal irons and are one kind of metal irons selected from lanthanum, samarium, gadolinium, erbium or ytterbium; mu- represents a bridge key; THF represents tetrahydrofuran. In the method, the synthesis method of the catalyst is simple; the reaction raw materials are simple and can be easily obtained; the application range of a substrate is wide; the efficiency of the one-pot reaction method is high; the reaction conditions are mild; the yield of most target products can reach 85 percent or higher.

Description

technical field

[0001] The invention belongs to the technical field of preparation of isatin derivatives, in particular to a catalytic preparation method of a spiro[cyclopropane-1,3'-indole] compound. Background technique

[0002] The spiro[cyclopropane-1,3′-indole] skeleton widely exists in many natural products and drug molecules, and some herbicides, inhibitors and antagonists that have been applied use it as the main structural unit. In addition, the spiro[cyclopropane-1,3′-indole] skeleton is also used as an intermediate for the synthesis of some important alkaloids. Therefore, it is of great theoretical and practical significance to study the efficient synthesis technology of spiro[cyclopropane-1,3′-indole] skeleton.

[0003] In the prior art, the reported synthetic routes of the spiro[cyclopropane-1,3′-indole] skeleton are relatively limited, mainly including four types of methods. First, Pd catalyzes the direct arylation of cyclopropane (see Ladd, C. L.; Roman, D. ...

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