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. 2025 Mar 4;21:490–499. doi: 10.3762/bjoc.21.36

Table 4.

Derivatization of halogen-substituted N-acetyl diazocines via Suzuki–Miyaura reaction. Equivalents are normalized to the used amount of N-acetyl diazocine starting material.

graphic file with name Beilstein_J_Org_Chem-21-490-i003.jpg

boronic acid product yield

graphic file with name Beilstein_J_Org_Chem-21-490-i004.jpg Inline graphic
7
X = Br, 74%
X = I, 83%
graphic file with name Beilstein_J_Org_Chem-21-490-i006.jpg Inline graphic
9
X = Br, 68%
X = I, 74%
graphic file with name Beilstein_J_Org_Chem-21-490-i008.jpg Inline graphic
10
X = I, 82%
graphic file with name Beilstein_J_Org_Chem-21-490-i010.jpg Inline graphic
11
X = Br, 81%
X = I, 88%
graphic file with name Beilstein_J_Org_Chem-21-490-i012.jpg Inline graphic
12
X = Br, 70%
X = I, 77%
graphic file with name Beilstein_J_Org_Chem-21-490-i014.jpg Inline graphic
13
X = Br, 76%a
X = I, 79%a
graphic file with name Beilstein_J_Org_Chem-21-490-i016.jpg Inline graphic
14
X = Br, 7%
X = I, 19%
graphic file with name Beilstein_J_Org_Chem-21-490-i018.jpg Inline graphic
15
X = Br, –
X = I, –
graphic file with name Beilstein_J_Org_Chem-21-490-i020.jpg Inline graphic
16
X = Br, –
X = I, –
graphic file with name Beilstein_J_Org_Chem-21-490-i022.jpg Inline graphic
17
X = Br, 45%
X = I, –
graphic file with name Beilstein_J_Org_Chem-21-490-i024.jpg Inline graphic
18
X = Br, –
X = I, –

aThe reaction was carried out in dry DMF at 100 °C because no reaction took place if the Suzuki–Miyaura standard procedure was applied.