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. Author manuscript; available in PMC: 2009 Dec 18.
Published in final edited form as: J Org Chem. 2009 Mar 20;74(6):2578–2580. doi: 10.1021/jo802799c

TABLE 2.

Yields of Monohalo and Dihalo Derivatives of 1,3-Thiazol-4-arylacetylenes

graphic file with name nihms-163912-f0005.jpg
product methoda R X1 X2 yieldb (%)
5a I H Cl H 33
5b I H Br H 46
5c I H I H 50
6a II H Cl Cl 35
6b II H Br Br 79
7a III H NH2 Cl 51
7b III H NH2 Br 94
8 III then I H I Cl 42
9 III then I H Cl Br 13
11 I CN Br H 32
a

See Scheme 2 and the Experimental Section for details

b

Yields are for isolated pure materials.