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. Author manuscript; available in PMC: 2011 Nov 5.
Published in final edited form as: Org Lett. 2010 Nov 5;12(21):4936–4939. doi: 10.1021/ol1022036

Table 1.

Microwave-assisted one-pot TMS-deprotection of compounds 1a-g and cycloaddition with azides 2a-c to give triazoles 3a-i

graphic file with name nihms-245231-t0003.jpg

entry R R’ method Aa
yield (%)
method Bb
yield (%)

1 C6H5 Bn 98 98c
2 4-MeO-C6H4 Bn 97 96
3 4-CF3-C6H4 Bn 98 97
4 4-Cl-C6H4 Bn 89 95
5 4-Br-C6H4 Bn 81 91
6 2-Br-C6H4 Bn 89 90
7 CH2OH Bn 82 98
8 C6H5 4-MeO-Bn 87 98
9 C6H5 4-NO2-Bn 98 99
a

A mixture of TBAF (1.0 M, 2.0 equiv) and CuI (10 mol %) and DIPEA (20 mol %) was used

b

CuF2 (2.0 equiv) was used

c

3a was isolated in yields of 22% and 57% when the reaction was performed at 60 °C or 90 °C, respectively.