Gold-Catalyzed Cycloisomerizations of 1-(2-(Tosylamino)phenyl)prop-2-yn-1-ols to 1H-Indole-2-carbaldehydes and (E)-2-(Iodomethylene)indolin-3-ols
Prasath Kothandaraman, Srinivasa Reddy Mothe, Sharon Si Min Toh and Philip Wai Hong Chan*
*Division of Chemistry and Biological Chemistry, School of
Physical and Mathematical Sciences, Nanyang Technological University, Singapore
637371, Singapore,
Email: waihong
ntu.edu.sg
P. Kothandaraman, S. R. Mothe, S. S. M. Toh, P. W. H. Chan, J. Org. Chem., 2011, 76, 7633-7640.
DOI: 10.1021/jo201208e
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Abstract
Gold(I)-catalyzed cycloisomerization of 1-(2-(tosylamino)phenyl)prop-2-yn-1-ols enables the preparation of 1H-indole-2-carbaldehydes and (E)-2-(iodomethylene)indolin-3-ols in the presence of N-iodosuccinimide (NIS). The reactions were shown to be operationally simplistic and proceed efficiently for a wide variety of substrates, affording the corresponding products in very good yields.
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Key Words
ID: J42-Y2011-2800
