60143-82-0Relevant articles and documents
Regioselective synthesis of amino- and nitroarenes based on [3+3] cyclocondensations of 1,3-bis(silyloxy)-1,3-butadienes
Riahi, Abdolmajid,Shkoor, Mohanad,Fatunsin, Olumide,Yawer, Mirza A.,Hussain, Ibrar,Fischer, Christine,Langer, Peter
experimental part, p. 9300 - 9315 (2009/12/28)
Functionalized amino- and nitro-substituted biaryls and dibenzo[b,d]pyrid-6-ones (6(5H)-phenanthridinones) were prepared by [3+3]cyclocondensation of 1,3-bis(trimethylsilyloxy)-1,3-butadienes with nitro-substituted 1-aryl-1-silyloxy-1-en-3-ones and subsequent hydrogenation. 4-Nitro- and 4-aminophenols were prepared based on formal [3+3] cyclizations of 1,3-bis(trimethylsilyloxy)-1,3-butadienes with 3-ethoxy-2-nitro-2-en-1-ones.
Synthesis of Substituted N-Hydroxylactams, Lactams, Quinoline-N-oxides, and Quinolines by Catalyzed Reductive Cyclization of 2-Nitrocinnamoyl Derivatives with Hydrogen/Platinum Black
Sicker, D.,Rabe, A.,Zakrzewski, A.,Mann, G.
, p. 1063 - 1070 (2007/10/02)
Substituted nitrobenzenes 1a-1m, consisting of two series of 6 analogous compounds, containing the structural unit of an α,β-substituted 2-nitrocinnamoyl group have been reductively cyclized by means of hydrogen in the presence of platinum black catalyst to form four types of heterocycles: N-hydroxylactams 2a and b, lactams 3 and 4, quinoline-N-oxides 5a-d, and quinolines 6a and b.The type of substituents at the 2-nitrocinnamoyl group is of significance for the type of heterocycle formed in this reaction.It is of special interest that by the use of the reduction system hydrogen/platinum black the probability to obtain N-hydroxylactams or quinoline-N-oxides, which are difficult to obtain by alternative procedures, becomes much higher than by the use of many reducing agents noncatalytically.
