Chemical Communications

Addition of lithium carbenoids to isocyanates: a direct access to synthetically useful N-substituted 2-haloacetamides

V Pace, L Castoldi, W Holzer

Index: Pace, Vittorio; Castoldi, Laura; Holzer, Wolfgang Chemical Communications, 2013 , vol. 49, # 75 p. 8383 - 8385

Full Text: HTML

Citation Number: 29

Abstract

The addition of lithium carbenoids to isocyanates provides a versatile access to N- substituted 2-haloacetamides: the reaction tolerates the presence of variously functionalized substituents on the nitrogen atom, including sterically demanding ones and reactive halogens. No erosion of the enantiopurity was observed in the case of optically active isocyanates. One of the substrates prepared has been employed in Charette's type ...

Related Articles:

Novel synthesis of pyridazino [4, 5-b][1, 4] oxazin-3, 8-diones

[Cho, Su-Dong; Song, Sang-Yong; Park, Yong-Dae; Kim, Jeum-Jong; Joo, Woo-Hong; Shiro, Motoo; Falck; Shin, Dong-Soo; Yoon, Yong-Jin Tetrahedron Letters, 2003 , vol. 44, # 50 p. 8995 - 8998]

Lanthanum (III) Triflate Catalyzed Direct Amidation of Esters

[Morimoto, Hiroyuki; Fujiwara, Risa; Shimizu, Yuhei; Morisaki, Kazuhiro; Ohshima, Takashi Organic Letters, 2014 , vol. 16, # 7 p. 2018 - 2021]

Synthesis and reactivity of 1-substituted 2-fluoro-and 2, 2-difluoroaziridines

[Verniest, Guido; Colpaert, Filip; Van Hende, Eva; De Kimpe, Norbert Journal of Organic Chemistry, 2007 , vol. 72, # 22 p. 8569 - 8572]

Synthesis and reactivity of 1-substituted 2-fluoro-and 2, 2-difluoroaziridines

[Journal of Organic Chemistry, , vol. 72, # 22 p. 8569 - 8572]

Synthesis and reactivity of 1-substituted 2-fluoro-and 2, 2-difluoroaziridines

[Journal of Organic Chemistry, , vol. 72, # 22 p. 8569 - 8572]

More Articles...