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Title: Silver acetate catalyzed hydroamination of 1-(2-(Sulfonylamino)phenyl)prop-2-yn-1-ols to (Z)-2-methylene-1-sulfonylindolin-3-ols
Authors: Susanti, Dewi
Koh, Fujiet
Kusuma, Jeffrey Antonius
Kothandaraman, Prasath
Chan, Philip Wai Hong
Keywords: DRNTU::Science::Chemistry::Organic chemistry
Issue Date: 2012
Source: Susanti, D., Koh, F., Kusuma, J. A., Kothandaraman, P., & Chan, P. W. H. (2012). Silver acetate catalyzed hydroamination of 1-(2-(Sulfonylamino)phenyl)prop-2-yn-1-ols to (Z)-2-methylene-1-sulfonylindolin-3-ols. The journal of organic chemistry, 77(17), 7166-7175.
Series/Report no.: The journal of organic chemistry
Abstract: A method to prepare (Z)-2-methylene-1-sulfonylindolin-3-ols efficiently that relies on silver acetate catalyzed hydroamination of 1-(2-(sulfonylamino)phenyl)prop-2-yn-1-ols is reported. The reactions proceed rapidly at room temperature with catalyst loadings as low as 1 mol % under conditions that did not require the exclusion of air or moisture. The utility of this N-heterocyclic ring-forming strategy as a synthetic tool that makes use of unsaturated alcohols was exemplified by the conversion of the (Z)-2-methylene-1-sulfonylindolin-3-ol to examples of other members of the indole family of compounds.
DOI: 10.1021/jo301198z
Fulltext Permission: none
Fulltext Availability: No Fulltext
Appears in Collections:SPMS Journal Articles

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