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. 2020 Feb 6;11(11):3036–3041. doi: 10.1039/c9sc06116a

Screening of cyclization conditions to generate 19a.

graphic file with name c9sc06116a-u1.jpg
Entry Reagent Solvent Temperature (°C) 19 : 32 Yield (%)
1 BDSB EtNO2 −78 4.9 : 1 ∼30 b.r.s.m.
2 BDSB MeNO2 −20 5.3 : 1 ∼30 b.r.s.m.
3 BDSB MeNO2 0 1.3 : 1 20%
4 BDSB CH2Cl2 −20 N/A <10% conv.
5 BDSB CH2Cl2 0 7.0 : 1 49%
6 NBS, morpholine HFIP 0 to reflux N/A N.R.
a

Reactions were performed using 0.06 mmol of 23; all reactions using BDSB were conducted for 10 min total.