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. Author manuscript; available in PMC: 2011 Dec 22.
Published in final edited form as: J Am Chem Soc. 2010 Nov 29;132(50):17933–17944. doi: 10.1021/ja1086485

Table 3.

Diels–Alder reactions of 4,5-indolyne 29

entry trapping agent product yield
1a graphic file with name nihms255340t15.jpg graphic file with name nihms255340t16.jpg
45
83% yield
2a graphic file with name nihms255340t17.jpg graphic file with name nihms255340t18.jpg
46
65% yield
3b graphic file with name nihms255340t19.jpg graphic file with name nihms255340t20.jpg
47
85% yield
4c graphic file with name nihms255340t21.jpg graphic file with name nihms255340t22.jpg
48
72% yield
a

Conditions: 27, TBAF, CH3CN, 23 °C.

b

Conditions: 27, CsF, CH3CN, 100 °C.

c

Conditions: 27, CsF, CH3CN, 80 °C.