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. Author manuscript; available in PMC: 2015 Sep 15.
Published in final edited form as: Adv Synth Catal. 2014 Sep 10;356(13):2831–2837. doi: 10.1002/adsc.201400742

Table 4.

[3+2] Annulation of substituted cyclopropylanilines.[a]

graphic file with name nihms-640061-t0009.jpg

Entry Substrate Time (h) Product Yield (%)[b]
1 graphic file with name nihms-640061-t0010.jpg 16 graphic file with name nihms-640061-t0011.jpg 7a 0[c]
2 graphic file with name nihms-640061-t0012.jpg 15 graphic file with name nihms-640061-t0013.jpg 7b 33
3 graphic file with name nihms-640061-t0014.jpg 18 graphic file with name nihms-640061-t0015.jpg 7c [d] 46[e]
4 graphic file with name nihms-640061-t0016.jpg 36 graphic file with name nihms-640061-t0017.jpg 7d [d] 30[f]
[a]

A solution of 1 (0.2 mmol), Ru(bpz)3(PF6)2 (2 mol%), and 2a (5 equiv.) in 2 mL of CH3NO2 was degassed via freeze-pump-thaw cycles. The resulting solution was irradiated using an 18 W white LED.

[b]

Isolated yields.

[c]

Determined using GC-MS.

[d]

Major isomer shown.

[e]

2:1 cis:trans, determined by GC-MS.

[f]

4:1 cis:trans, determined by GC-MS.