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PdCl 2 -Catalyzed Two-Component Cross-Coupling Cyclization of 2,3-Allenoic Acids with 2,3-Allenols. An Efficient Synthesis of 4-(1‘,3‘-Dien-2‘-yl)-2(5 H )-furanone Derivatives

✍ Scribed by Ma, Shengming; Gu, Zhenhua

Book ID: 120659700
Publisher: American Chemical Society
Year: 2005
Tongue: English
Weight: 50 KB
Volume: 127
Category: Article
ISSN: 0002-7863
DOI: 10.1021/ja0500815

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PdCl2-Catalyzed Two-Component Cross-Coup

PdCl2-Catalyzed Two-Component Cross-Coupling Cyclization of 2,3-Allenoic Acids with 2,3-Allenols. An Efficient Synthesis of 4-(1′,3′-Dien-2′-yl)-2(5H)-furanone Derivatives.

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## Abstract For Abstract see ChemInform Abstract in Full Text.

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PdI2-Catalyzed Coupling–Cyclization Reac

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## Abstract Transition‐metal‐catalyzed dimeric coupling–cyclization reactions of two different 2,3‐allenols afforded 4‐(1′,3′‐dien‐2′‐yl)‐2,5‐dihydrofuran derivatives **3**. 2‐Substituted 2,3‐allenols **1** cyclized to form the 2,5‐dihydrofuran ring, whereas the 2‐unsubstituted 2,3‐allenols **2** p

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4-(2%-Alkenyl)-2,5-dihydrofurans can be efficiently synthesized via the PdCl 2 -catalyzed coupling-cyclization of allylic halides with 2,3-allenols in DMA at rt in moderate to good yields. The regioselectivity is different from that of the Pd(0)-catalyzed coupling-cyclization of organic halides with