59050-38-3Relevant academic research and scientific papers
Lithium tert-butoxide-mediated carboxylation reactions of unprotected indoles and pyrroles with carbon dioxide
Yoo, Woo-Jin,Nguyen, Thanh V. Q.,Guiteras Capdevila, Montse,Kobayashi, Shu
, p. 1196 - 1204 (2015/04/21)
Unprotected indoles and pyrroles were found to undergo base-mediated carboxylation reactions under ambient pressure of carbon dioxide. It was found that this transition metal-free carboxylation reaction proceeded smoothly with the use of a large excess of LiOtBu.
Design and synthesis of indomethacin analogues that inhibit P-glycoprotein and/or multidrug resistant protein without Cox inhibitory activity
Arisawa, Mitsuhiro,Kasaya, Yayoi,Obata, Tohru,Sasaki, Takuma,Nakamura, Tomonori,Araki, Takuya,Yamamoto, Koujirou,Sasaki, Akito,Yamano, Akihito,Ito, Mika,Abe, Hiroshi,Ito, Yoshihiro,Shuto, Satoshi
, p. 8152 - 8163 (2012/11/07)
We designed and synthesized conformationally restricted analogues and regioisomers of the nonsteroidal anti-inflammatory drug indomethacin. Evaluation of the inhibitory effects of these compounds on COX, P-glycoprotein, and multidrug resistance indicated that NSAIDS modulation of multidrug-resistant P-glycoprotein and multidrug-resistant protein-1 is not associated with COX-1 and COX-2 inhibitory activities.
Base-mediated carboxylation of unprotected indole derivatives with carbon dioxide
Yoo, Woo-Jin,Capdevila, Montse Guiteras,Du, Xiangwei,Kobayashi, Shu
supporting information, p. 5326 - 5329,4 (2020/09/02)
A simple and straightforward method for the preparation of indole-3-carboxylic acids was discovered through the direct carboxylation of indoles with atmospheric pressure of carbon dioxide (CO2) under basic conditions. The key for the reaction was found to be the use of a large excess of LiOtBu as a base to suppress the undesired decarboxylation side reaction.
Efficient solid-phase synthesis of 2,3-substituted indoles
Wacker, Dean A,Kasireddy, Padmaja
, p. 5189 - 5191 (2007/10/03)
The development of the solid-phase version of the modified Madelung indole synthesis is reported. The chemistry was initiated with the reductive amination of Bal resin using an ortho substituted aniline. The resin bound aniline was acylated with a variety of acid chlorides followed by cyclization with base to provide the desired indole after TFA-promoted cleavage from the resin.
Prototropic Generation of Dipoles. A New Synthesis of Indole-3-carboxylic Acids
Grigg, Ronald,Gunaratne, H. Q. Nimal
, p. 661 - 662 (2007/10/02)
Imines of (2-aminophenyl)acetic acid give 2-substituted indole-3-carboxylic acids under mild conditions; the cyclisation is thought to involve a 1,5-dipole and initially to give the corresponding indolines.
