Tetrahedron letters

Competitive intramolecular carbenoid reactions of pyrrole derivatives

CW Jefford, A Zaslona

Index: Jefford, Charles W.; Zaslona, Alexander Tetrahedron Letters, 1985 , vol. 26, # 49 p. 6035 - 6038

Full Text: HTML

Citation Number: 23

Abstract

Abstract Rhodium (II) acetate-catalyzed decomposition of 1-diazo-3-phenyl-4-(pyrrol-1-yl)- butan-2-one and its p-methoxy derivative resulted in their intramolecular cyclization to form the 6-phenyl-5, 6-dihydroindolizin-7 (8H)-ones and 1-(pyrrol-1-yl) methylindan-3-ones as major and minor products respectively in high yields (77–89%). The p-nitrophenyldiazo compound cyclized exclusively to the 5, 6-dihydroindolizin-7 (8H)-one in 76% yield.

Related Articles:

Facile synthesis of ethyl 2-arylpropenoates by cross-coupling reaction using electrogenerated highly reactive zinc

[Jalil, Aishah A; Kurono, Nobuhito; Tokuda, Masao Tetrahedron, 2002 , vol. 58, # 37 p. 7477 - 7484]

Design, structure–activity relationship, and highly efficient asymmetric synthesis of 3-phenyl-4-benzylaminopiperidine derivatives as novel neurokinin-1 receptor …

[Shirai, Junya; Yoshikawa, Takeshi; Yamashita, Masayuki; Yamamoto, Yasuharu; Kawamoto, Makiko; Tarui, Naoki; Kamo, Izumi; Hashimoto, Tadatoshi; Ikeura, Yoshinori Bioorganic and Medicinal Chemistry, 2011 , vol. 19, # 21 p. 6430 - 6446]

A convenient new synthesis of a Naproxen precursor

[Mahmood, Syed J.; Brennan, Courtney; Mahmun Hossain Synthesis, 2002 , # 13 p. 1807 - 1809]

Synthesis of Polysubstituted Alkenes by Heck Vinylation or Suzuki Cross??Coupling Reactions in the Presence of a Tetraphosphane− Palladium Catalyst

[Berthiol, Florian; Doucet, Henri; Santelli, Maurice European Journal of Organic Chemistry, 2003 , # 6 p. 1091 - 1096]

Stereoselective Synthesis of Substituted 3a-Hydroxy Diquinanones and 3a-Hydroxy Hydrindanones via Intramolecular Cycloaddition of Nitrile Oxides

[Zadrozna; Kurkowska; Makuch Synthetic Communications, 1997 , vol. 27, # 23 p. 4181 - 4191]

More Articles...