Total synthesis of kealiiquinone: the regio-controlled strategy for accessing its 1-methyl-4-arylbenzimidazolone core

Abstract

A practical, concise and straightforward total synthesis of kealiiquinone 1, a naphtho[2,3-d]imidazole alkaloid obtained from the Micronesian marine sponge Leucetta sp. was accomplished.

Synthesis andin vivoEvaluation of Fluorobenzyl Metformin Derivatives as Potential Drugs in The Diabetes Treatment

“…Organic chemistry is, among the scientific disciplines, the most used tool to obtain treatments for clinical and/or biological affections. This discipline has been evolving with time, increasing the development of compounds with high pharmaceutical interest, using strategies such as metal‐catalyzed, [1,2] metal‐free [3–10] or natural occurring compounds synthesis and derivatization [11–13] . These compounds have been developed with specific goals, such as for the treatment of cancer, [14,15] mycoses, [16] polycystic ovarian, pain, inflammation [17] hyperglycemia and lastly but not less important: diabetes mellitus.…”

“…This discipline has been evolving with time, increasing the development of compounds with high pharmaceutical interest, using strategies such as metal-catalyzed, [1,2] metalfree [3][4][5][6][7][8][9][10] or natural occurring compounds synthesis and derivatization. [11][12][13] These compounds have been developed with specific goals, such as for the treatment of cancer, [14,15] mycoses, [16] polycystic ovarian, pain, inflammation [17] hyper-glycemia and lastly but not less important: diabetes mellitus. This can be considered as a group of chronic metabolic illnesses, [17] characterized by a higher blood glucose level, impaired lipid metabolism, low insulin concentration given an initial insulin resistance, and consequently the β pancreatic cells deterioration.…”

A new synthetic approach to cyclic ureas through carbonylation using di-tert-butyl dicarbonate (boc anhydride) via one pot strategy

“…10 Noteworthy instances include the urea linkage within the tankyrase inhibitor, 11 the BCL6 Inhibitor, 12 and the natural product Kealiiquinone. 13 Some of the important biologically active benzimidazolone derivatives are shown in Fig. 2.…”

Iodine(III)‐Mediated Free‐Aniline Iodination through Acetyl Hypoiodite Formation: Study of the Reaction Pathway

“…As part of our research interest on the iodine(III) chemistry, [31] we started a program for the development of new oxidative procedures [32] focused mainly on the aromatic introduction of aryls, [33] and inorganic groups (À Cl, [34] À Br, [35] À I, [36] and À NO 2 [37] ). Under our methodology, the obtained compounds have been used in the total synthesis of natural www.eurjoc.org products [38] aiming to evaluate them as plausible drug-candidates for mycoses [39] or in cancer therapy. [40] Considering the few procedures available to synthesize iodoanilines starting from non-N-substituted materials, the aggressive acidic media required, the highly toxic metals used and the relevance of these structures; herein we describe the first iodine(III)-mediated procedure for the iodination of free anilines under non-BrØnsted or mineral acids, metal-free, mild, non-toxic and in general, operationally simple reaction conditions using PIDA as oxidant and ammonium iodide as the iodine atom source.…”