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. Author manuscript; available in PMC: 2014 Feb 20.
Published in final edited form as: Bioconjug Chem. 2013 Jan 16;24(2):215–223. doi: 10.1021/bc3005073

Table 1.

Synthesis of quaternized donor heterocycles.

graphic file with name nihms438284t1.jpg

heterocycle donor
code
Brooker
basicity
a
product temp
(°C)
time
(min)
yield
(%)
indolenine I 260 graphic file with name nihms438284t2.jpg 120 5 80
benzoxazole O 345 graphic file with name nihms438284t3.jpg 100 20 51
benzothiazole S 375 graphic file with name nihms438284t4.jpg 120 20 93
thiadiazole TD - graphic file with name nihms438284t5.jpg 90 20 98
quinoline Q 730 graphic file with name nihms438284t6.jpg r.t.b 15 95
a

From reference 15.

b

Reaction stirred at room temperature for time indicated without microwave heating.