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. Author manuscript; available in PMC: 2021 Sep 21.
Published in final edited form as: Angew Chem Int Ed Engl. 2020 Aug 7;59(39):16967–16973. doi: 10.1002/anie.202005569

Table 1.

Optimization of condensation between 1a’ and 2.

graphic file with name nihms-1635583-t0010.jpg
entry additive equiv
of 1a'		 temp. time conc. yield
of 3a
1 none 1.0 r.t. 6 h 0.2 M 18%
2 NEt3 (1 equiv) 1.0 r.t. 6 h 0.2 M 0
3 DMAP (1 equiv) 1.0 r.t. 6 h 0.2 M 0
4 Cs2CO3 (1 equiv) 1.0 r.t. 7 h 0.2 M 0
5 KOtBu (1 equiv) 1.0 r.t. 6 h 0.2 M 0
6 pyridine (1 equiv) 1.0 r.t. 7 h 0.2 M 24%
7 pyridine (3 equiv) 1.0 80 °C 1 h 0.2 M 23%
8 pyridine (3 equiv) 1.0 80 °C 20 min 1.0 M 54%
9 pyridine (3 equiv) 1.25 80 °C 20 min 1.0 M 75%
10 pyridine (3 equiv) 1.4 80 °C 20 min 1.0 M 87%