93614-80-3 (间甲基肉桂醛,3-(3-methylphenyl)prop-2-enal)

反应条件：

1.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ; rt
1.2 Reagents: Sodium thiosulfate Solvents: Water ; rt

参考文献：

Highly Regio- and Enantioselective Hydrogenation of Conjugated α-Substituted Dienoic Acids

Liu, Xian; Liu, Song; Wang, Quanjun; Zhou, Gang; Yao, Lin; et al, Organic Letters, 2020, 22(8), 3149-3154

合成路线：1 步

3054-95-3

_91%

反应条件：

1.1 Reagents: Potassium carbonate , Potassium chloride , Tetrabutylammonium acetate Catalysts: Palladium diacetate Solvents: Dimethylformamide ; 3.5 h, 90 °C; 90 °C → rt
1.2 Reagents: Hydrochloric acid Solvents: Water ; 10 min, rt

参考文献：

An Efficient Palladium-Catalyzed Synthesis of Cinnamaldehydes from Acrolein Diethyl Acetal and Aryl Iodides and Bromides

Battistuzzi, Gianfranco; Cacchi, Sandro; Fabrizi, Giancarlo, Organic Letters, 2003, 5(5), 777-780

合成路线：1 步

869-29-4

591-17-3

_90%

反应条件：

1.1 Reagents: Potassium carbonate Catalysts: Di-μ-chlorobis(η3-2-propenyl)dipalladium , rel-1,1′,1′′,1′′′-[(1R,2R,3S,4S)-1,2,3,4-Cyclopentanetetrayltetrakis(methylene)]… Solvents: Dimethylformamide ; 20 h, 130 °C
1.2 Reagents: Water

参考文献：

Direct synthesis of cinnamaldehyde derivatives by reaction of aryl bromides with 3,3-diacetoxypropene catalyzed by a palladium-tetraphosphine complex

Berthiol, Florian; Doucet, Henri; Santelli, Maurice, Catalysis Letters, 2005, 102(3-4), 281-284

合成路线：1 步

95416-60-7

_88%

反应条件：

1.1 Reagents: Oxygen Catalysts: Potassium carbonate , Palladium diacetate , 4,5-Diazafluoren-9-one Solvents: Dimethylformamide ; 36 h, 30 °C

参考文献：

General palladium-catalyzed aerobic dehydrogenation to generate double bonds

Gao, Weiming; He, Zhiqi; Qian, Yong; Zhao, Jing; Huang, Yong, Chemical Science, 2012, 3(3), 883-886

合成路线：1 步

3054-95-3

_85%

反应条件：

1.1 Reagents: Potassium carbonate , Potassium chloride , Tetrabutylammonium acetate Catalysts: Palladium diacetate Solvents: Dimethylformamide ; 2 h, 90 °C
1.2 Reagents: Hydrochloric acid Solvents: Water

参考文献：

Discovery of novel piperonyl derivatives as diapophytoene desaturase inhibitors for the treatment of methicillin-, vancomycin- and linezolid-resistant Staphylococcus aureus infections

Wei, Hanwen; Mao, Fei; Ni, Shuaishuai; Chen, Feifei; Li, Baoli; et al, European Journal of Medicinal Chemistry, 2018, 145, 235-251

合成路线：1 步

29978-38-9

_82%

反应条件：

1.1 Reagents: Trifluoromethanesulfonic anhydride , Triphenylphosphine oxide Solvents: Dichloromethane ; 10 min, 0 °C
1.2 Reagents: Triethylamine , Water Solvents: Dichloromethane ; 1 h, rt

参考文献：

Hendrickson Reagent Induced Rearrangement of Aryl Propargyl Alcohols To α,β-Unsaturated Aldehydes

Moussa, Ziad; Aljuhani, Ateyatallah, Letters in Organic Chemistry, 2018, 15(10), 845-853

合成路线：1 步

3054-95-3

_80%

反应条件：

1.1 Reagents: Potassium carbonate , Potassium chloride , Tetrabutylammonium acetate Catalysts: Palladium diacetate Solvents: Dimethylformamide ; 90 °C
1.2 Reagents: Hydrochloric acid Solvents: Water ; rt; 30 min, rt

参考文献：

Site-selective deuteration at the α-position of enals by an amine and bis(phenylsulfonyl)methane co-catalyzed H/D exchange reaction

Qian, Pengfei; Zhang, Shilei; Luo, Fan; Wang, Jiarui; Zhang, Xinyu; et al, Chemical Communications (Cambridge, 2022, 58(81), 11458-11461

合成路线：1 步

107-18-6

_78%

反应条件：

1.1 Reagents: Sodium bicarbonate , Tetrabutylammonium chloride , Oxygen Catalysts: Palladium diacetate Solvents: Dimethyl sulfoxide , Dimethylformamide ; 6 h, 1 atm, 60 °C

参考文献：

Pd-catalyzed cascade Heck-Saegusa: direct synthesis of enals from aryl iodides and allyl alcohol

Liu, Jie; Zhu, Jin; Jiang, Hualiang; Wang, Wei; Li, Jian, Chemical Communications (Cambridge, 2010, 46(3), 415-417

合成路线：1 步

2136-75-6

_77%

反应条件：

1.1 Solvents: Toluene ; overnight, 80 °C

参考文献：

Potent inhibition of nicotinamide N-methyltransferase by alkene-linked bisubstrate mimics bearing electron deficient aromatics

Gao, Yongzhi; van Haren, Matthijs J. ; Buijs, Ned; Innocenti, Paolo; Zhang, Yurui; et al, Journal of Medicinal Chemistry, 2021, 64(17), 12938-12963

合成路线：1 步

2136-75-6

_71%

反应条件：

1.1 Solvents: Tetrahydrofuran ; 16 h, 70 °C

参考文献：

Enantioselective conjugate addition of malonates to α,β-unsaturated aldehydes catalysed by 4-oxalocrotonate tautomerase

Yu, Ming-Zhu; Chen, Kai-Yue; Zhang, Yi-Bin; Zhang, Chang-Xuan; Xiang, Zheng, Organic & Biomolecular Chemistry, 2023, 21(10), 2086-2090

合成路线：1 步

100-80-1

75-27-4

_69%

反应条件：

1.1 Reagents: Pentamethyldiethylenetriamine , Sodium iodide , Oxygen Catalysts: Copper hydroxide Solvents: Acetonitrile , Water ; 24 h, 80 °C; 80 °C → rt
1.2 Reagents: Propylphosphonic anhydride Solvents: Ethyl acetate ; overnight, 100 °C
1.3 Solvents: Water ; > 1 min

参考文献：

Copper-catalyzed formylation of alkenyl C-H bonds using BrCHCl2 as a stoichiometric formylating reagent

Bao, Yan; Wang, Gao-Yin; Zhang, Ya-Xuan; Bian, Kang-Jie; Wang, Xi-Sheng, Chemical Science, 2018, 9(11), 2986-2990

合成路线：1 步

121-44-8

_69%

反应条件：

1.1 Catalysts: Chlorotrimethylsilane , Indium triflate Solvents: Dichloromethane ; 24 h, rt

参考文献：

Rare earth triflates/chlorotrimethylsilane induced activation of triethylamine as a latent acetaldehyde anion: a new synthesis of α,β-unsaturated aldehydes

Kagawa, Natsuko; Sasaki, Yoshiko; Kojima, Hideo; Toyota, Masahiro, Tetrahedron Letters, 2010, 51(3), 482-484

合成路线：1 步

125616-93-5

_68%

反应条件：

1.1 Reagents: Thionyl chloride Solvents: Methanol ; 2 h, rt → 65 °C
1.2 Reagents: Diisobutylaluminum hydride Solvents: Hexane ; 65 °C → -50 °C; 2.5 h, -50 °C
1.3 Reagents: Manganese oxide (MnO2) Solvents: Hexane , Ethyl acetate ; 1 - 4 h, rt

参考文献：

Titanium-Catalyzed Intermolecular Hydroaminoalkylation of Conjugated Dienes

Preuss, Till; Saak, Wolfgang; Doye, Sven, Chemistry - A European Journal, 2013, 19(12), 3833-3837

合成路线：1 步

766-82-5

298-12-4

_56%

反应条件：

1.1 Catalysts: Triphenylphosphine , 1,3-Bis(diphenylphosphino)propane , Dichlorobis(triphenylphosphine)palladium Solvents: Dimethylformamide ; 2 h, 80 °C

参考文献：

Palladium-catalyzed hydroformylation of terminal arylacetylenes with glyoxylic acid

Liu, Yang; Cai, Liangzhen; Xu, Sheng; Pu, Weiwen; Tao, Xiaochun, Chemical Communications (Cambridge, 2018, 54(17), 2166-2168

合成路线：1 步

125616-93-5

_55%

反应条件：

1.1 Reagents: Dipyridinium dichromate Solvents: Dichloromethane ; rt

参考文献：

Synthesis and evaluation of potent and selective human V1a receptor antagonists as potential ligands for PET or SPECT imaging

Fabio, Karine; Guillon, Christophe; Lacey, Carl J.; Lu, Shi-fang; Heindel, Ned D.; et al, Bioorganic & Medicinal Chemistry, 2012, 20(3), 1337-1345

合成路线：1 步

3333-20-8

_55%

反应条件：

1.1 Reagents: 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone , Water , Oxygen Catalysts: Ferrous chloride Solvents: 1,2-Dichloroethane ; 2 h, 60 °C

参考文献：

Iron-facilitated direct oxidative C-H transformation of allyl arenes to alkenyl aldehydes

Wang, Teng; Xiang, Shi-Kai; Qin, Chong; Ma, Jun-An; Zhang, Li-He; et al, Tetrahedron Letters, 2011, 52(25), 3208-3211

合成路线：1 步

30116-00-8

_49%

反应条件：

1.1 Reagents: Diisobutylaluminum hydride Solvents: Tetrahydrofuran , Hexane ; 2 h, -78 °C; 2 h, -78 °C → rt
1.2 Reagents: Hydrochloric acid Solvents: Water ; 0 °C

参考文献：

Transition Metal-Catalyzed Synthesis of Pyrroles from Dienyl Azides

Dong, Huijun; Shen, Meihua; Redford, Joanne E.; Stokes, Benjamin J.; Pumphrey, Ashley L.; et al, Organic Letters, 2007, 9(25), 5191-5194

合成路线：1 步

474235-85-3

_48%

反应条件：

1.1 Reagents: Sodium hydride Solvents: Tetrahydrofuran ; < 30 °C; 24 h, rt
1.2 Solvents: Water ; rt
1.3 Reagents: Hydrochloric acid Solvents: Water ; 60 min, rt

参考文献：

Development and Investigation of an Organocatalytic Enantioselective [10+2] Cycloaddition

McLeod, David; Izzo, Joseph A. ; Joergensen, Danny K. B.; Lauridsen, Rune F.; Joergensen, Karl Anker, ACS Catalysis, 2020, 10(18), 10784-10793

合成路线：1 步

2136-75-6

_41%

反应条件：

1.1 Solvents: Toluene ; 17 h, 80 °C

参考文献：

Proline bulky substituents consecutively act as steric hindrances and directing groups in a Michael/Conia-ene cascade reaction under synergistic catalysis

Putatunda, Salil; Alegre-Requena, Juan V.; Meazza, Marta; Franc, Michael; Rohal'ova, Dominika; et al, Chemical Science, 2019, 10(14), 4107-4115

合成路线：1 步

1099-45-2

_25%