Table 4.

Condensation of β-ketoenamides KE with ammonium salts to give pyrimidine derivatives PM1–30 according to Scheme 8.^a

entry	precursor	R1	R2	R3	product	yield (method)b	ref.
1	KE1	Me	Me	Ph	PM1	40% (A)	[33]
2	KE4	Me	iPr	Ph	PM2	54% (A)	[33]
3	KE5	Me	cPr	cPr	PM3	56% (A)	[29]
4	KE7	Me	t-Bu	allyl	PM4	69% (A)	[31]
5	KE8	Me	t-Bu	Bn	PM5	82% (A)	[50]
6	KE12	Me	t-Bu	CF3	PM6	31% (A)	[33]
7	KE15	Me	t-Bu	HC=CH2	PM7	77% (A)	[31]
8	KE16	Me	t-Bu	HC=CH-Me	PM8	75% (A)	[31]
9	KE17	Me	t-Bu	HC=CH-Ph	PM9	85% (A)	[31]
10	KE18	Me	t-Bu	HC=CH-2-Fu	PM10	67% (A)	[31]
11	KE19	Me	t-Bu	HC=CH-2-Th	PM11	69% (A)	[31]
12	KE20	Me	t-Bu	C≡CH	PM12	55% (A)	[33]
13	KE26	Me	Ph	HC=CH2	PM13	55% (A)	[31]
14	KE27	Me	Ph	HC=CH-Ph	PM14	84% (A)	[31]
15	KE29	Me	Ph	Ph	PM15	73% (A), 66% (B)	[29]
16	KE30	Me	Ph	2-Py	PM16	38% (A)	[33]
17	KE31	Me	Ph	2-Th	PM17	65% (B)	[33]
18	KE34	Me	2-Th	HC=CH-Ph	PM18	78% (A)	[31]
19	KE35	Me	2-Th	2-Th	PM19	83% (A)	[50]
20	KE53	Bn	Ph	Ph	PM20	75% (B)	[29]
21	KE55	Bn	2-Th	2-Th	PM21	68% (A)	[33]
22	KE61	TMSE	t-Bu	CF3	PM22	66% (B)	[33]
23	KE62	TMSE	t-Bu	HC=CH2	PM23	53% (A)	[43]
24	KE63	TMSE	t-Bu	HC=CH-Me	PM24	70% (A)	[43]
25	KE64	TMSE	t-Bu	HC=CH-Ph	PM25	52% (A)	[43]
26	KE66	TMSE	t-Bu	HC=CH-2-Fu	PM26	65% (A)	[43]
27	KE70	TMSE	Ph	HC=CH-Me	PM27	66% (A)	[43]
28	KE71	TMSE	Ph	HC=CH-Ph	PM28	68% (A)	[43]
29	KE73	TMSE	Ph	Ph	PM29	86% (A)	[29]
30	KE77	TMSE	2-Th	Ph	PM30	74% (B)	[29]

^aAbbreviations: Fu = furyl, Py = pyridyl, Th = thienyl; all alkenyl substituents are E-configured. ^bMethod A: NH₄OAc, MeOH, 60 °C; method B: NH₄HCO₃, MeOH, 65 °C.