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. 2023 Jun 5;88(13):9469–9474. doi: 10.1021/acs.joc.3c00493

Table 1. Tests with Various Bases Required for Heterocyclization of 1 in DMF at Room Temperature.

  Yield of 1a (%)/conversion of 1 (%)
Basea 0.5 h 1 h 1.5 h 24 h 96 h
NaH 34/54 40/62 51/72 64/90
K2CO3 35/59 60/83 74/>99
TEA <1/2 21/27 43/50
Quinuclidine 3/5 5/8 8/10 25/30
DMAP <1/2 11/19 27/36
TMG 90/>99 90/>99
DBU 71/83 80/95
TMGN 67/89 79/98
TBD 73/84 75/88
P1–H 80/>99 80/>99
a

Structures of all bases are given in Table S1.