TITLE:
Conjugate Addition of Indoles to α,β-Unsaturated Ketones Using Bismuth (III) Bromide
AUTHORS:
Tyler J. Rauwolf, Zhijia Geng, Zachary P. Kinney, Jared L. Renfroe, Jack H. Roireau, Lauren T. Yep, Ram S. Mohan
KEYWORDS:
Bismuth, Bismuth Bromide, Conjugate Addition, Green Chemistry, Indoles
JOURNAL NAME:
Green and Sustainable Chemistry,
Vol.9 No.3,
July
18,
2019
ABSTRACT: An efficient method for the conjugate addition of
indoles to a variety of chalcones using BiBr3 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.