Tetrahedron Letters

An organocatalyzed highly regioselective one-pot approach to the synthesis of tetrahydrobenzofuranones

R Chawla, AK Singh, LDS Yadav

Index: Chawla, Ruchi; Singh, Atul K.; Yadav, Lal Dhar S. Tetrahedron Letters, 2012 , vol. 53, # 26 p. 3382 - 3384

Full Text: HTML

Citation Number: 15

Abstract

An organocatalyzed highly regioselective synthesis of substituted tetrahydrobenzofuran-4- ones based on the ring opening followed by cyclization of epoxides with enamines of 1, 3- cyclohexanediones in a domino fashion is described. It is a high yielding (74–93%) synthetic protocol tolerant to a wide range of substrates. Ambient temperature, organocatalytic approach, atom-economy, and formation of water as the only by-product are some of the ...

Related Articles:

Oxidative [3+ 2] cycloaddition of 1, 3-diketone and olefin using electroorganic chemistry

[Yoshida, Jun-ichi; Sakaguchi, Kazuhiko; Isoe, Sachihiko Journal of Organic Chemistry, 1988 , vol. 53, # 11 p. 2525 - 2533]

Fused dihydrofurans from the one-pot, three-component reaction of 1, 3-cyclohexanedione, iodobenzene diacetate and alkenes

[Kalpogiannaki, Dimitra; Martini, Catherine-Irene; Nikopoulou, Aggeliki; Nyxas, John A.; Pantazi, Vassiliki; Hadjiarapoglou, Lazaros P. Tetrahedron, 2013 , vol. 69, # 5 p. 1566 - 1575]

Regioselective synthesis of dihydrofurans from 2, 2-dibromo 1, 3-diones and olefins using copper

[Yoshida, Jun-ichi; Yano, Shinji; Ozawa, Tadahiro; Kawobata, Nariyoshi Journal of Organic Chemistry, 1985 , vol. 50, # 19 p. 3467 - 3473]

[3+ 2]-Cycloaddition reactions of 2-phenyliodonio-1, 3-dioxacyclohexanemethylide: Facile synthesis of fused dihydrofuran derivatives

[Asouti, Amalia; Hadjiarapoglou, Lazaros P. Tetrahedron Letters, 1998 , vol. 39, # 49 p. 9073 - 9076]

More Articles...