Synthesis of Functionalized Thieno[2,3-b]indoles via One-Pot Reaction of Indoline-2-thiones with Morita–Baylis–Hillman and Rauhut–Currier Adducts of Nitroalkenes

Mane, Vaijinath ; Baiju, Thekke V. ; Namboothiri, Irishi N. N. (2018) Synthesis of Functionalized Thieno[2,3-b]indoles via One-Pot Reaction of Indoline-2-thiones with Morita–Baylis–Hillman and Rauhut–Currier Adducts of Nitroalkenes ACS Omega, 3 (12). pp. 17617-17628. ISSN 2470-1343

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Official URL: http://doi.org/10.1021/acsomega.8b02147

Related URL: http://dx.doi.org/10.1021/acsomega.8b02147

Abstract

A straightforward protocol for the synthesis of functionalized thieno[2,3-b]indoles by base-mediated [3 + 2]-annulation of indoline-2-thione with Morita-Baylis-Hillman and Rauhut-Currier adducts of nitroalkenes is described. Complete regioselectivity, broad substrate scope, and mild reaction conditions make this strategy very valuable. Moreover, the thieno[2,3-b]indoles comprising functional groups such as hydrazine and ketoalkyl moieties are amenable for further synthetic elaboration.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
Keywords:Functionalization; Thiophenes; Reaction Products; Chemical Reactions; Solvents.
ID Code:121317
Deposited On:14 Jul 2021 09:23
Last Modified:14 Jul 2021 09:23

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