Conjugate Addition of Indoles to α,β-Unsaturated Ketones Using Bismuth (III) Bromide

Tyler J. Rauwolf; Zhijia Geng; Jared L. Renfroe; Jack H. Roireau; Lauren T. Yep; Ram S. Mohan

Conjugate Addition of Indoles to α,β-Unsaturated Ketones Using Bismuth (III) Bromide

Tyler J. Rauwolf, Zhijia Geng, Jared L. Renfroe, Jack H. Roireau, Lauren T. Yep, Ram S. Mohan

Illinois Wesleyan University

Research output: Journal Article › Article › peer-review

Abstract

An efficient method for the conjugate addition of indoles to a variety of chalcones using BiBr 3 in ethanol (190 proof) is reported. Products are isolated by a simple procedure that avoids an aqueous work up and extensive chromatography, thus minimizing waste. Bismuth (III) compounds are especially attractive from a green chemistry perspective because they are remarkably nontoxic, non-corrosive and relatively inexpensive.

Original language	American English
Journal	Green and Sustainable Chemistry
Volume	9
State	Published - Jul 18 2019

Keywords

Bismuth
Bismuth Bromide
Conjugate Addition
Green Chemistry
Indoles

Disciplines

Physics
Biological and Chemical Physics

Access to Document

BiBr3_Indole_GSC_2019.pdfFinal published version, 322 KBLicense: Unspecified

Cite this

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title = "Conjugate Addition of Indoles to α,β-Unsaturated Ketones Using Bismuth (III) Bromide",

abstract = " An efficient method for the conjugate addition of indoles to a variety of chalcones using BiBr 3 in ethanol (190 proof) is reported. Products are isolated by a simple procedure that avoids an aqueous work up and extensive chromatography, thus minimizing waste. Bismuth (III) compounds are especially attractive from a green chemistry perspective because they are remarkably nontoxic, non-corrosive and relatively inexpensive.",

keywords = "Bismuth, Bismuth Bromide, Conjugate Addition, Green Chemistry, Indoles",

author = "Rauwolf, {Tyler J.} and Zhijia Geng and Renfroe, {Jared L.} and Roireau, {Jack H.} and Yep, {Lauren T.} and Mohan, {Ram S.}",

year = "2019",

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language = "American English",

volume = "9",

journal = "Green and Sustainable Chemistry",

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T1 - Conjugate Addition of Indoles to α,β-Unsaturated Ketones Using Bismuth (III) Bromide

AU - Rauwolf, Tyler J.

AU - Geng, Zhijia

AU - Renfroe, Jared L.

AU - Roireau, Jack H.

AU - Yep, Lauren T.

AU - Mohan, Ram S.

PY - 2019/7/18

Y1 - 2019/7/18

N2 - An efficient method for the conjugate addition of indoles to a variety of chalcones using BiBr 3 in ethanol (190 proof) is reported. Products are isolated by a simple procedure that avoids an aqueous work up and extensive chromatography, thus minimizing waste. Bismuth (III) compounds are especially attractive from a green chemistry perspective because they are remarkably nontoxic, non-corrosive and relatively inexpensive.

AB - An efficient method for the conjugate addition of indoles to a variety of chalcones using BiBr 3 in ethanol (190 proof) is reported. Products are isolated by a simple procedure that avoids an aqueous work up and extensive chromatography, thus minimizing waste. Bismuth (III) compounds are especially attractive from a green chemistry perspective because they are remarkably nontoxic, non-corrosive and relatively inexpensive.

KW - Bismuth

KW - Bismuth Bromide

KW - Conjugate Addition

KW - Green Chemistry

KW - Indoles

M3 - Article

VL - 9

JO - Green and Sustainable Chemistry

JF - Green and Sustainable Chemistry

ER -