Chemistry of 2-Amino-3-carbethoxythiophene and Related Compounds

Facile Synthesis of 2-Aminothiophenes Using NaAlO2 as an Eco-Effective and Recyclable Catalyst

“…[4][5][6][7][8] Substituted 2-aminothiophenes are significant intermediates in organic synthesis, which have been usually employed as building blocks to synthesize agrochemicals, dyes, natural products, and conductivity-based sensors. [9][10][11][12] Moreover, the thiophene ring is also found in many natural and synthetic biologically active compounds. 13, 14 Therefore, 2-aminothiophenes synthesis has recently attracted considerable attention.…”

“…[15][16][17][18][19][20] Many organic bases, such as diethylamine, morpoline, imidazole, triethylamine, pyridine, and 1,1,3,3-tetramethylguanidine lactate, were proved to be viable catalysts for this reaction. 12,[15][16][17] However, the established reaction systems based on the uses of these homogeneous bases as catalysts are often plagued by many intrinsic problems including corrosion of the reactor, difficulty of recycling catalyst and the generation of waste. Furthermore, these systems are often associated with the use of hazardous polar solvents, such as DMSO, DMF, 1, 4-dioxane, and THF, 11,12 which has a detrimental effect on the environment.…”

Synthesis and Anticancer Evaluation of Some Novel Thiophene, Thieno[3,2‐d]pyrimidine, Thieno[3,2‐b]pyridine, and Thieno[3,2‐e][1,4]oxazepine Derivatives Containing Benzothiazole Moiety

“…It has been reported that treatment of 2‐aminoester derivatives with triethyl orthoformate in the presence of sodium azide yielded the corresponding tetrazolyl derivatives . However, compound 14 reacted with triethyl orthoformate and sodium azide to afford the unexpected compound 20 and not the expected form 19 .…”

Coinage metal complexes as chiral catalysts for 1,3-dipolar cycloadditions

“…Unfortunately, the reaction to give 22 did not work when phosphoramidite·AgX complexes were employed.At this moment, studies concerning the synthesis of the most active third generation antiviral agent 30 (GSK625433) are underway using imino ester 36 as starting precursor of the corresponding azomethine ylide (Figure 8) [65]. Such as it was described at the beginning of this section, oxazol-5-(4H)-ones (azlactones) are suitable heterocycles to perform this C-C bond generation based strategy affording both quaternized and non quaternized α-amino acid derivatives [67,68,69,70]. These substrates can be easily transformed in münchnones, which are potential 1,3-dipoles, after deprotonation and imine-activation with a chiral Lewis acid.…”