903560-42-9Relevant articles and documents
An efficient synthesis of aryl-substituted pyrroles by the Suzuki–Miyaura coupling reaction of SEM-protected pyrroles
Cui, Keli,Gao, Meng,Zhao, Hongyi,Zhang, Dongfeng,Yan, Hong,Huang, Haihong
, (2019)
An efficient arylation of SEM-protected pyrroles by the Suzuki–Miyaura coupling reaction has been developed. The reaction can be carried out under mild conditions to provide aryl-substituted pyrroles in moderate to excellent yields. The scope and limitations of the methodology were evaluated, and the reaction was tolerant of a wide range of functionalities. Compared to the reported methods, the protocol has some advantages, such as commercially available materials, no debrominated by-products being formed, and the amine-protecting group being stable under the reaction conditions. The synthetic utility of the product has also been demonstrated, with several common transformations of the aryl-substituted pyrrole product being conducted. This protocol will offer the opportunity to explore other metal-catalyzed cross-coupling reactions employing SEM-protected pyrroles.
Nano-copper catalysed highly regioselective synthesis of 2,4-disubstituted pyrroles from terminal alkynes and isocyanides
Tiwari, Dipak Kumar,Pogula, Jaya,Sridhar,Tiwari, Dharmendra Kumar,Likhar, Pravin R.
, p. 13646 - 13649 (2015/09/02)
Nano-copper(0) stabilized on alumina prepared from Cu-Al hydrotalcite has been reported for completely regioselective synthesis of 2,4-disubstituted pyrroles from unactivated terminal aromatic/aliphatic alkynes and isocyanides. The reaction is operational
Conversion of 4-oxoproline esters to 4-substituted pyrrole-2-carboxylic acid esters
Arakawa, Yasushi,Yagi, Naomi,Arakawa, Yukimi,Tanaka, Ken-Ichi,Yoshifuji, Shigeyuki
experimental part, p. 167 - 176 (2009/09/25)
The Grignard, Wittig, Tebbe, Horner-Emmons, and Reformatsky reactions of the 4-oxoproline esters gave the corresponding 4-alylated or 4-alkylidenated products, respectively. The products were properly treated with bases to cause aromatization, giving 4-su