Nature Communications

Table 1 Condition optimization^a

From: Multi-component reactions via copper(I) difluorocarbene as carbonyl source for constructing α—aminoamide derivatives


Entry	[Cu]	Additive	Solvent	T (°C)	Yield (%)^b
1	CuCl	PPA	CH₃CN	50	57
2	Cu(CH₃CN)₄PF₆	PPA	CH₃CN	50	78
3^c	Cu(CH₃CN)₄PF₆	PPA	CH₃CN	50	N.D.
4^d	Cu(CH₃CN)₄PF₆	PPA	CH₃CN	50	N.D.
5^e	Cu(CH₃CN)₄PF₆	PPA	CH₃CN	50	65
6	Cu(CH₃CN)₄PF₆	MeSO₃H	CH₃CN	50	80
7	Cu(CH₃CN)₄PF₆	HCOOH	CH₃CN	50	68
8	Cu(CH₃CN)₄PF₆	AcOH	CH₃CN	50	68
9^f	Cu(CH₃CN)₄PF₆	H₃PO₄	CH₃CN	50	72
10	Cu(CH₃CN)₄PF₆	AdCA	CH₃CN	50	65
11	Cu(CH₃CN)₄PF₆	TsOH	CH₃CN	50	83
12^g	Cu(CH₃CN)₄PF₆	TsOH	CH₃CN	30	35
13^g	Cu(CH₃CN)₄PF₆	TsOH	CH₃CN	40	69
14	Cu(CH₃CN)₄PF₆	TsOH	CH₃CN	60	83
15^h	Cu(CH₃CN)₄PF₆	TsOH	CH₃CN	50	80

N.D. not detected, AdCA 1-adamantanic acid.
^aUnless otherwise noted, all reactions were conducted with 0.2 mmol of 3a in acetonitrile (3 mL) for 12 h, 1a: 2a: 3a = 2.5: 3: 1 at the corresponding temperature under argon atmosphere.
^bIsolated yield.
^c2a was replaced by TMSCF₂Br (2b).
^d2a was replaced by BrCF₂COOEt (2c).
^e2a was replaced by ClCF₂COONa (2d).
^fPurity of H₃PO₄: 85 wt. % in H₂O.
^gReaction time: 16 h.
^hThe reaction occurred in air atmosphere.

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