Copper-catalyzed formation of carbon-heteroatom and carbon—carbon bonds

阅读量:

69

申请(专利)号:

EP20020728925

申请日期:

2002-04-24

公开/公告号:

EP1390340A1

公开/公告日期:

2004-02-25

申请(专利权)人:

MASSACHUSETTS INSTITUTE OF TECHNOLOGY

被引量:

48

摘要:

The present invention relates to copper-catalyzed carbon-heteroatom and carbon-carbon bond-forming methods, such as the reaction of Z-X with C(L)(R)(R′)in the present of a catalyst and a base, thereby forming C(Z)(R)(R′); wherein X represents I, Cl, alkylsulfonate, or arylsulfonate; Z represents optionally substituted aryl, heteroaryl or alkenyl; L represents H or a negative charge; catalyst comprises a copper atom or ion, and a ligand, wherein the ligand is an optionally substituted aryl alcohol, alkyl amine, 1,2-diamine, 1,2-aminoalcohol, 1,2-diol, imidazolium carbene, pyridine, or 1,10-phenanthroline; the ligand is a chelating ligand; and the base represents a Bronsted base; R represents H, optionally substituted alkyl, cycloalkyl, aralkyl, aryl, or heteroaryl; R′ represents independently for each occurrence H, alkyl, cycloalkyl, aralkyl, aryl, or heteroaryl, formyl, acyl, —COR″, —C(O)N(R), sulfonyl, —P(O)(OR″), —CN, or —NO; R″ represents independently for each occurrence optionally substituted alkyl, cycloalkyl, aralkyl, aryl, or heteroaryl; and C(R′)(R) taken together may represent nitrile.

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