Selective Functionalization of Indole: Synthesis of Bioinspired 2,2′-thiobisindoles, 3-substituted Oxindoles, and 1-(chloromethyl) Indoline-2-dione in One-pot manner
- 주제(키워드) 2 , 2′-thiobisindoles , 3 , 3-disubstituted Oxindoles , indolin-2-one , Indolyl thioethers , N-chloromethylated indoline-2-dione
- 관리정보기술 faculty
- 등재 SCIE, SCOPUS
- 발행기관 John Wiley and Sons Inc
- 발행년도 2024
- URI http://www.dcollection.net/handler/ewha/000000213919
- 본문언어 영어
- Published As https://doi.org/10.1002/slct.202303476
초록/요약
Indolyl thioethers and indolin-2-one motifs are extremely common in pharmaceuticals and organic materials, therefore developing a method to create these scaffolds is considered to be a vital endeavour in the chemical sciences. Here we have reported a unified strategy developed by the fine-tuning of catalyst-solvent combination [SOCl2 /AlCl3 in CHCl3 and SOCl2/DMSO (1 : 1) in CHCl3 at 25 °C] towards selective functionalization of Indole to synthesize 2,2′-thiobisindoles and 3-chloro-3-alkyl substituted oxindoles selectively in one-pot manner with good to satisfactory yield (52-86 %; 26 Examples). In application, reactions of 3-subsituted indole and isatin derivatives produced the 1-(chloromethyl) indoline-2,3-diones by just changing the reaction condition (60 °C), which shows the synthetic utility of the developed method. © 2024 Wiley-VCH GmbH.
more