- Electrochemical oxidative annulation of amines and aldehydes or ketones to synthesize polysubstituted pyrroles
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A general and practical protocol to synthesize polysubstituted pyrroles has been established by electrooxidative annulation of amines and aldehydes or ketones. In an undivided cell, arylacetaldehydes and primary amines can participate in this transformati
- Gao, Xinlong,Wang, Pan,Wang, Qingqing,Chen, Jingting,Lei, Aiwen
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supporting information
p. 4941 - 4945
(2019/09/30)
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- Manganese (III) acetate mediated synthesis of polysubstituted pyrroles under solvent-free ball milling
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Under solvent-free ball milling conditions, a simple and mild method was developed for efficient synthesis of 2,5-dimethyl-3,4-dicarboxylate-pyrroles and N-substituted 3,4-diphenylpyrroles via condensation-annulation of amines with acetoacetate and 2-phen
- Zeng, Ji-Chao,Xu, Hui,Yu, Fei,Zhang, Ze
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supporting information
p. 674 - 678
(2017/01/25)
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- I2-catalyzed synthesis of substituted pyrroles from α-amino carbonyl compounds and aldehydes
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A direct method for the synthesis of 1,3,4-triarylpyrroles was achieved easily from cyclization of α-amino carbonyl compounds and aldehydes catalyzed by I2. Various substituted groups can be employed, and this reaction can proceed smoothly in moderate to good yields.
- Yan, Rulong,Kang, Xing,Zhou, Xiaoqiang,Li, Xiaoni,Liu, Xingxing,Xiang, Likui,Li, Yamin,Huang, Guosheng
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p. 465 - 470
(2014/01/17)
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- One-pot AgOAc-mediated synthesis of polysubstituted pyrroles from primary amines and aldehydes: Application to the total synthesis of purpurone
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A simple and efficient method for the synthesis of 1,3,4-trisubstituted or 3,4-disubstituted pyrroles has been developed. The reaction represents the first time that pyrroles are synthesized directly from readily available aldehydes and amines (anilines)
- Li, Qingjiang,Fan, Aili,Lu, Zhiyao,Cui, Yuxin,Lin, Wenhan,Jia, Yanxing
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supporting information; experimental part
p. 4066 - 4069
(2010/11/16)
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- A new approach to the preparation of 1,3,4-triarylpyrroles
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A class of 1,3,4-triaryl-2,5-dihydropyrroles were synthesized using the McMurry coupling reaction as the key step. The non-catalytic photoconversion of 1,3,4-triaryl-2,5-dihydropyrroles furnished 1,3,4-triarylpyrroles in good yields (63-89%). It was found
- De Zeng, Xing,Chen, Yi
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p. 490 - 492
(2007/10/03)
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- Study on photochromism of diarylethenes with a 2,5-dihydropyrrole bridging unit: A convenient preparation of 3,4-diarylpyrroles from 3,4-diaryl-2,5- dihydropyrroles
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Symmetric and nonsymmetric diarylethenes with a 2,5-dihydropyrrole bridging unit have been prepared, and the photochromic properties are investigated. Both symmetric and nonsymmetric diarylethenes with 2,5-dihydropyrrole bridging units undergo reversible ring-opening and ring-closing photoisomerization reactions in nonpolar solvents with UV/vis light, and some of them exhibit good fatigue resistance and no marked degradation detected after 10 cycles via an on/off switch. In polar solvents, however, photochromic diarylethenes with 2,5-dihydropyrrole bridging units produce 3,4-diarylpyrrole derivatives instead of the ring-closing isomer of diarylethenes with UV light irradiation. A class of N-substituted 3,4-diphenylethenes with 2,5-dihydropyrrole bridging units were prepared and used as templates to investigate the conversion reactions. The mechanism of photoconversion of 3,4-diaryl-2,5-dihydropyrroles to 3,4-diarylpyrroles was explored as well.
- Chen, Yi,Zeng, De X.,Xie, Nan,Dang, Yi Z.
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p. 5001 - 5005
(2007/10/03)
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- Photochemistry of N-heterocycles. 7: Light induced reductive ring contractions of sixmembered cyclic iminium ions
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Photochemically induced reductive ring contractions, previously observed for 2,5-dihydro-1,2,4-triazines, have also been verified for 1,4-dihydropyrimidines 2a,b, the dihydro-1,2,4,5-tetrazine 9, and dihydro-1,3,5-triazines 11a,b giving rise to fivemembered fully unsaturated heterocycles (pyrroles 4a,b, imidazoles 13a,b, and triazole 10, respectively). The 1,4-dihydropyrazines 15a-j tend to decompose in acidified 2-propanol in the dark, but on irradiation they also undergo reductive ring contraction furnishing solely the 1,2,5-triarylpyrroles 16a-d rather than the (a priori also possible) isomeric 1,3,4-triarylpyrroles 17a-d. In contrast, the 3,6-diphenylpyrid-azine 18 gives the 4-isopropyl-analogue 19 in low yield upon irradiation in hydrogen chloride saturated 2-propanol. Wiley-VCH Verlag GmbH, 2000.
- Nagy, Jozsef,Madarasz, Zoltan,Rapp, Rudolf,Szoelloesy, Aron,Nyitrai, Jozsef,Doepp, Dietrich
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p. 281 - 290
(2007/10/03)
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