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. 2023 Jun 20;88(13):8658–8668. doi: 10.1021/acs.joc.3c00558

Table 5. Alternative Methodologies (A or B) for the Conversion of Compounds 1a–d into Cyanamides 8a–d and Tetrazolyl Derivatives 9a–d.

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entry compound R1 R2 yield 8 (%) yield 9 (%)a
1 a H H 31 39
2 b Me Me 67 80
3 c Me H 41 81
4 d Cl Me 25b 57
a

After isolation by column chromatography.

b

The cyanamide 8d was impurified with a 10% of starting material (1d).