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. Author manuscript; available in PMC: 2018 Jan 21.
Published in final edited form as: J Am Chem Soc. 2017 May 10;139(20):6839–6842. doi: 10.1021/jacs.7b03260

Table 1.

Phosphacycles as catalysts for deoxygenative heterocyclization of o-nitrobenzaldimine 1.a

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Entry R3P=O Silane Conversion (%) Yield (%)
1 3·[O] PhSiH3 49 20
2 4·[O] PhSiH3 45 31
3 5·[O] PhSiH3 99 83
4 6·[O] PhSiH3 21 1
5 7·[O] PhSiH3 96 24
6 8·[O] PhSiH3 21 6
7 none PhSiH3 14 0
8 5·[O] none 12 0
9 5 PhSiH3 99 93
a

Conversion and yield determined via GC vs. internal standard.