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. 2017 Jan 9;13:54–62. doi: 10.3762/bjoc.13.7

Table 2.

Passerini reaction on DHMP acids.a

graphic file with name Beilstein_J_Org_Chem-13-54-i004.jpg

Entry DHMP acid R1 R2 R3 R4 R5 Yield [%] Product

1 17 graphic file with name Beilstein_J_Org_Chem-13-54-i005.jpg H Et C6H13 t-Bu 67 19
2 18 graphic file with name Beilstein_J_Org_Chem-13-54-i006.jpg H Bn C6H13 t-Bu 22 20
3 17 graphic file with name Beilstein_J_Org_Chem-13-54-i007.jpg H Et graphic file with name Beilstein_J_Org_Chem-13-54-i008.jpg cyclohexyl 98 21
4 15 Ph CH2COOH Et iPr t-Bu 76 22
5 15 Ph CH2COOH Et C10H19 t-Bu 99 23
6 15 Ph CH2COOH Et C7H15 Bn 76 24
7 15 Ph CH2COOH Et C7H15 graphic file with name Beilstein_J_Org_Chem-13-54-i009.jpg 39 25
8 15 Ph CH2COOH Et graphic file with name Beilstein_J_Org_Chem-13-54-i010.jpg C5H11 79 26

9b p-C6H4Fc CH2COOH Et p-C6H4Fc C5H11 41 27

aConditions: Room temperature, 3 d in DCM. bOne pot procedure: Biginelli acid was not isolated.