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. Author manuscript; available in PMC: 2017 Aug 26.
Published in final edited form as: Angew Chem Int Ed Engl. 2016 Aug 1;55(36):10578–10599. doi: 10.1002/anie.201600791

Table 1.

The first report of Rh(III)-catalyzed C(sp2)–H annulation with internal alkynes using the N-methoxy amide directing group (Guimond and Fagnou et. al., 2010).[29]

graphic file with name nihms877172u2.jpg

Entry Solvent Additive (x equiv) % Yield[a]
(O+N)-CP[c]
Ratio
(O:N)-CP[c]
1 DMF Cu(OAc)2·H2O (2) 89 1:1.1
2 DMF CsOAc (2) 38 1:20
3 MeOH CsOAc (2) 97 (92)[b] 1:20
4 MeOH CsOAc (0.3) 97 (90)[b] 1:20
[a]

1H NMR yield.

[b]

Isolated yield.

[c]

CP = Cyclized Product.

Cp* = pentamethylcyclopentadienyl.