Total Synthesis of (−)‐Isatisine A

Abstract

Short and sweet: (−)‐Isatisine A was constructed using common and inexpensive building blocks, such as indole and D‐ribose (see scheme). The synthesis features an unprecedented intramolecular C glycosylation of an indole and an oxidative ring contraction.

Oxidative Dearomative Cross-Dehydrogenative Coupling of Indoles with Diverse C-H Nucleophiles: Efficient Approach to 2,2-Disubstituted Indolin-3-ones

“…As illustrated in Figure 1, 2,2-disubstituted indolin-3-ones are core scaffolds of a wide range of bioactive molecules [36][37][38][39][40][41][42], and have also been widely used as key intermediates in the total synthesis of a variety of natural products [43][44][45][46][47][48]. Therefore, great efforts have been devoted to the construction of these structures.…”

Simple indole alkaloids and those with a non-rearranged monoterpenoid unit

“…The known Rawal's intermediate was synthesized by SmI 2induced cascade reaction starting from simple indole precursor, which generated two new rings and three stereogenic centers (Scheme 43). 96 Strychnine (216) and akuammicine (217) were synthesized through sequential one-pot spirocyclization/intramolecular aza-Baylis-Hillman reaction, and a Heck cyclization (Scheme 44). 97 Asymmetric total syntheses of (À)-leuconicines A (219) and B (220) were accomplished by using a one-pot spirocyclization/ intramolecular aza-Baylis-Hillman reaction a domino acylation/ Review NPR Knoevenagel cyclization to construct the F-ring, and an intramolecular Heck cyclization (Scheme 45).…”

Catalyst free sequential one‐pot reaction for the synthesis of 3‐indole propanoates/propanoic acid/propanamides as antituberculosis agents

“…5,6 Soon these one pot multicomponent processes become necessary to shift toward more green processes. 7 Three-substituted indole represent an important class of heterocyclic compounds, due to its presence in a number of pharmaceutical products, 8 agrochemicals, 9 bioactive natural compounds, 10 antimicrobial agents, 11 and functional materials. 12 Tuberculosis is becoming leading infectious cause of death in adults surpassing human immunodeficiency virus.…”