Pd-Catalyzed intramolecular C–H addition to the cyano-group: construction of functionalized 2,3-fused thiophene scaffolds

An efficient synthesis of 2,3-fused thiophenes was demonstrated through a Pd-catalyzed intramolecular C–H addition of thiophenes bearing cyanohydrin components to nitriles.

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Efficient Synthesis of Heterocyle-Fused β-Naphthylamines via Intramolecular Addition to a Cyano Group Initiated by Nucleopalladation of Alkynes

Organic Letters ◽

10.1021/ol5031074 ◽

2014 ◽

Vol 16 (23) ◽

pp. 6184-6187 ◽

Cited By ~ 27

Author(s):

Guoqin Xia ◽

Xiuling Han ◽

Xiyan Lu

Keyword(s):

Cyano Group ◽

Efficient Synthesis

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The synthesis of solasodine F-homo-analogues

Organic & Biomolecular Chemistry ◽

10.1039/c9ob01888c ◽

2019 ◽

Vol 17 (40) ◽

pp. 9050-9058 ◽

Cited By ~ 3

Author(s):

Urszula Kiełczewska ◽

Jacek W. Morzycki ◽

Lucie Rárová ◽

Agnieszka Wojtkielewicz

Keyword(s):

Cyano Group ◽

Efficient Synthesis ◽

F Ring

An efficient synthesis of F-homosolasodine analogues containing the 5/7 spirohemiaminal moiety was elaborated. The method benefited from an easy opening of diosgenin F-ring and the introduction of a cyano group in position 26.

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A simple and efficient synthesis of new indeno- and naphtho-fused thiophenes using arylthioacetamides

Journal of Sulfur Chemistry ◽

10.1080/17415990600936897 ◽

2006 ◽

Vol 27 (6) ◽

pp. 545-552 ◽

Cited By ~ 6

Author(s):

F. M. Moghaddam ◽

H. Saeidian ◽

Z. Mirjafary ◽

S. Taheri

Keyword(s):

Efficient Synthesis ◽

Fused Thiophenes

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Tandem reaction of Morita–Baylis–Hillman alcohols derived from acrylic nitrile with 2-aminobenzimidazole in ionic liquid [BMIM]Cl/H2O

Canadian Journal of Chemistry ◽

10.1139/v11-095 ◽

2012 ◽

Vol 90 (1) ◽

pp. 85-91 ◽

Cited By ~ 4

Author(s):

Yan Wang ◽

Li Liu ◽

Dong Wang ◽

Yong-Jun Chen

Keyword(s):

Ionic Liquid ◽

Michael Addition ◽

Cyano Group ◽

Reaction Medium ◽

Tandem Reaction ◽

Amino Group ◽

Efficient Synthesis ◽

One Pot ◽

Imine Compounds

The tandem reaction of Morita–Baylis–Hillman (MBH) alcohols 1a–1l derived from acrylic nitrile with 2-aminobenzimidazole (2) in ionic iquid (IL) [BMIM]Cl/H2O without additional catalyst was developed for the efficient synthesis of benzimidazol[1,2-a]pyrimidin-7(8H)-imine compounds. The tandem reaction included aza-Michael addition and intramolecular addition of an amino group to the cyano group in one pot. The combination of ionic liquid and water was found to be the best reaction medium, which played a role for accelerating the tandem reaction.

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