The allylation of substituted indigos. Images of solutions of 15, 16, 20, 28, 30 and 31 in CH₂Cl₂ were taken under ambient lighting or with 365 nm UV irradiation. Note – the relative stereochemistry is shown for spiroindolinepyridoindoledione D.

Entry	R1	R2			A		B		C		D		E		F
1	OMe	H	1a	2	15	6%	16	3%b	17	37%	—		—		—
2	OMe	H	1a	5	—		16	3%b	17	69%	—		—		—
3	OMe	OMe	1b	60	—		—		18	56%	26	10%	—		—
4	H	OMe	1c	60	—		—		19	43%c	27	11%d	—		—
5	Ph	H	1d	17	—		—		20	75%	28	3%b	—		—
6	H	Ph	1e	45	—		—		21	58%	29	3%b	—		—
7	Br	H	1f	5	—		—		22a	62%	—		—		—
8	H	Br	1g	60	—		—		23	69%	—		—		—
9	NO2	H	1h	70	—		—		24	51%	—		—		—
10	H	NO2	1i	8	—		—		25	36%	—		30	13%	31	1%

^aX-ray quality crystals obtained – see ESI, Section S5.

^bPresence of some grease/impurities in sample – <10 mg isolated precluding further purification.

^cCorrected yield (NMR).

^dSmall amount of grease present in final sample.