4995-06-6Relevant academic research and scientific papers
Substituted pyrrole synthesis from nitrodienes
Karimi, Sasan,Ma, Shuai,Liu, Yanan,Ramig, Keith,Greer, Edyta M.,Kwon, Kitae,Berkowitz, William F.,Subramaniam, Gopal
, p. 2223 - 2227 (2017/05/16)
Though the Cadogan-Sundberg approach has been employed to synthesize a variety of indole and carbazole derivatives from nitroarenes, surprisingly, very little is reported for making pyrroles using the same approach from non-arene nitrodienes. Herein, we report a general method to synthesize substituted pyrroles, in one step with modest yields, from nitrodienes using triphenylphosphine in the presence of an Mo catalyst, bis(acetylaceto)dioxomolybdenum (VI). To shed light on the mechanism of this reaction, we performed DFT calculations using uB3LYP/6-31+G(d) basis set and observed that the reaction favors a path through a nitrene intermediate.
Urea postmodified in a metal-organic framework as a catalytically active hydrogen-bond-donating heterogeneous catalyst
Dong, Xiao-Wu,Liu, Tao,Hu, Yong-Zhou,Liu, Xin-Yuan,Che, Chi-Ming
supporting information, p. 7681 - 7683 (2013/09/02)
New functionally diverse urea-derived MOF hydrogen-bond-donating heterogeneous catalysts were achieved via postsynthetic modification, which exhibit excellent catalytic activity and very broad substrate scopes for the Friedel-Crafts alkylation reactions.
The highly enantioselective Michael addition of ketones to nitrodienes catalyzed by the efficient organocatalyst system of pyrrolidinyl-thioimidazole and chiral thioureido acid
Li, Zhao-Bo,Luo, Shu-Ping,Guo, Yi,Xia, Ai-Bao,Xu, Dan-Qian
supporting information; experimental part, p. 2505 - 2508 (2010/08/07)
The highly enantioselective Michael addition reaction of ketones to nitrodienes was promoted efficiently by the accessible and fine-tunable organocatalytic system of pyrrolidinyl-thioimidazole and chiral thioureido acid. The corresponding adducts were afforded in good yields with high diastereoselectivities (up to 99:1) and excellent enantioselectivities (up to 99% ee). The Royal Society of Chemistry 2010.
