Boronic Acid → 6-Phenylnaphtho[2,1-b]benzofuran

HRID 1189603Notes

Reaction equation

HRID 1189603 reaction equation
[CH:1]1[C:17]2[C:9]3[C:10]4[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=4[O:12][C:8]=3[CH:7]=[CH:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.B(O)O>>[C:1]1([C:7]2[C:8]3[O:12][C:11]4[CH:13]=[CH:14][CH:15]=[CH:16][C:10]=4[C:9]=3[C:17]3[CH:1]=[CH:2][CH:3]=[CH:4][C:5]=3[CH:6]=2)[CH:17]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 61668Boronic AcidHCID 268932Benzo(b)naphtho(1,2-d)furan

Product 1

HCID 679804546-Phenylnaphtho[2,1-b]benzofuran

Procedure

In this reference example, a position was specified where the benzo[b]naphtho[1,2-d]furan which was synthesized as an intermediate in each of Synthesis Example 1 and Synthesis Example 2 was converted into boronic acid in the reaction scheme (E1-3). Specifically, 6-phenylbenzo[b]naphtho[1,2-d]furan (abbreviation: PBnf) was synthesized using the compound synthesized in the reaction scheme (E1-3), and was subjected to X-ray crystallography.

Workup

  1. customwas synthesized as an intermediate in each
  2. customof Synthesis Example 1 and Synthesis Example 2
  3. customsynthesized in the reaction scheme (E1-3)

Sources & evidence

ORD record
ord-262375e5fb2048e990e785b6701dc605
Source dataset
uspto-grants-2014_03
Patent number
US08674117B2

Reaction notes

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