Arenesulfonyl indole: new precursor for diversification of C-3 functionalized indoles

Abstract

Arenesulfonyl indole has emerged as an efficient scaffold to provide direct access to C-3 substituted indole derivatives via vinylogous imine intermediate generated by elimination of arenesulfinic group under basic conditions.

Verification of preparations of (1H-indol-3-yl)methyl electrophiles and development of their microflow rapid generation and substitution

“…A number of substituted indoles have been synthesized via nucleophilic substitutions at the α-position of the indole. The moderately reactive (1 H -indol-3-yl)methyl electrophiles 1 , such as methylated gramine 1a (Y = + NMe 3 ) 6 , 7 and aryl sulfone 1b (Y = SO 2 Ar) 8 , 9 with or without additives (Fig. 1a ) have been used for the nucleophilic substitutions at the 3’-position.…”

Supported l-tryptophan on Fe3O4@SiO2 as an efficient and magnetically separable catalyst for one-pot construction of spiro[indene-2,2′-naphthalene]-4′-carbonitrile derivatives

“…[5][6][7] Spiro compounds show a broad range of effective performance in pharmacology. They have a large number of pharmacological and biological properties such as anti-cancer, 8 antimicrobial, 9 anti-diabetic, 10 antitumor, 11 and anti-hypertensive 12 activities due to their fascinating structures (Scheme 1). Among the spiro family members, spirocarbocycles are imperative scaffolds known for their extensive pharmacological signicance that are found in numerous products and bioactive molecules.…”

Ultrasound-Engineered fabrication of immobilized molybdenum complex on Cross-Linked poly (Ionic Liquid) as a new acidic catalyst for the regioselective synthesis of pharmaceutical polysubstituted spiro compounds

“…2-Oxindoles, especially those spiro-fused to other cyclic frameworks, are structural motifs in organic chemistry due to their widespread bioavailability and pharmacological applications such as HIV protease inhibitor [6] , anti-inflammatory [7] , anti-cancer [8] , antimicrobial [9] , anti-hypertensive [10] , and anti-diabetic [11] . Among various drugs with a 2-oxindole core that have already been developed, only four marketed molecules; namely, Sunitinib proposed in pancreatic neuroendocrine tumors, Ropinirol utilized for Parkinson’s disease treatment, Nintedanib known as a drug against idiopathic pulmonary fibrosis, and HIV protease inhibitor have appeared in Fig.…”