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TMSOTf-Mediated Cascade Synthesis of Hexahydropyrrolo[2,3-b]indoline Frameworks via the Meyer-Schuster Rearrangement
- Rivonker, Shubham C.;
- Sthalam, Vinay Kumar;
- Kale, Ashok;
- Choi, Yoon Mi;
- Hwang, Jong Yeon;
- ... Lee, Kyeong;
- 외 2명
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0초록
TMSOTf-promoted cascade reaction between protected tryptamine and propargyl alcohol has been developed as an efficient strategy for the construction of hexahydropyrrolo[2,3-b]indoline frameworks. The transformation enables access to an expanded chemical space around this important scaffold via a Lewis-acid-driven annulation strategy. The protocol proceeds through a Meyer-Schuster rearrangement, followed by regioselective C-3 nucleophilic addition of the indole ring and subsequent 5-exo-trig cyclization. This method affords structurally diverse hexahydropyrrolo[2,3-b]indolines in moderate to good yields.
키워드
PROPARGYL ALCOHOLS; CONSTRUCTION; PYRROLOINDOLINES; CYCLIZATION; AMAUROMINE; INDOLES
- 제목
- TMSOTf-Mediated Cascade Synthesis of Hexahydropyrrolo[2,3-b]indoline Frameworks via the Meyer-Schuster Rearrangement
- 저자
- Rivonker, Shubham C.; Sthalam, Vinay Kumar; Kale, Ashok; Choi, Yoon Mi; Hwang, Jong Yeon; Cho, Jaemin; Jo, Nayeon; Lee, Kyeong
- 발행일
- 2026-04
- 유형
- Article; Early Access