Indolyne and aryne distortions and nucleophilic regioselectivites.

Indolyne and aryne distortions and nucleophilic regioselectivites.

Density functional theory computations reproduce the surprisingly high regioselectivities in nucleophilic additions and cycloadditions to 4,5-indolynes and the low regioselectivities in the reactions of 5,6-indolynes. Transition-state distortion energies control the regioselectivities, activating th...

Descripció completa

Dades bibliogràfiques
Autors principals:	Cheong, P, Paton, R, Bronner, S, Im, G, Garg, N, Houk, K
Format:	Journal article
Idioma:	English
Publicat:	2010

Ítems similars

Indolyne experimental and computational studies: synthetic applications and origins of selectivities of nucleophilic additions.
per: Im, G, et al.
Publicat: (2010)

Indolyne regioselectivities and synthetic applications
per: Bronner, S, et al.
Publicat: (2011)

An efficient computational model to predict the synthetic utility of heterocyclic arynes.
per: Goetz, A, et al.
Publicat: (2012)

Recent Progress on Multi-Component Reactions Involving Nucleophile, Arynes and CO<sub>2</sub>
per: Shaoxuan Gong, et al.
Publicat: (2024-07-01)

Harnessing triaryloxonium ions for aryne generation
per: Smith, O, et al.
Publicat: (2023)

Carbenes, nitrenes and arynes /
per: 236704 Gilchrist, Thomas Lonsdale, et al.
Publicat: (1969)

Switchable chemoselective aryne reactions between nucleophiles and pericyclic reaction partners using either 3-methoxybenzyne or 3-silylbenzyne
per: Hongcheng Tan, et al.
Publicat: (2024-04-01)

A platform for on-the-complex annulation reactions with transient aryne intermediates
per: Jason V. Chari, et al.
Publicat: (2021-06-01)

An aryne-based route to substituted benzoisothiazoles
per: Chen, Y, et al.
Publicat: (2015)

Exploring Possible Surrogates for Kobayashi’s Aryne Precursors
per: Ana Carolina A. Muraca, et al.
Publicat: (2020-01-01)

Transition-Metal-Free Activation of Amide Bond by Arynes
per: Hideto Miyabe
Publicat: (2018-08-01)

Ligand-Controlled Regioinduction in a PHOX-Ni Aryne Complex
per: Alexander Umanzor, et al.
Publicat: (2023-11-01)

Synthesis of phenol derivatives from cyclopentenones with arynes as key intermediates
per: Dario Telese, et al.
Publicat: (2022-01-01)

Synthesis of Phenolic Compounds by Trapping Arynes with a Hydroxy Surrogate
per: Rajdip Karmakar, et al.
Publicat: (2015-08-01)

A review on the CO2 Incorporation Reactions Using Arynes
per: Maryam Daghagheleh, et al.
Publicat: (2018-09-01)

Three-Component Coupling Reactions of Arynes for the Synthesis of Benzofurans and Coumarins
per: Eito Yoshioka, et al.
Publicat: (2014-01-01)

Experimental Diels-Alder reactivities of cycloalkenones and cyclic dienes explained through transition-state distortion energies.
per: Paton, R, et al.
Publicat: (2011)

Transition-metal-free trifluoromethylthiolation–acylation of arynes by insertion into the C–S bonds
per: Chengyao Kimmy Cao, et al.
Publicat: (2021-02-01)

Why •CF2H is nucleophilic but •CF3 is electrophilic in reactions with heterocycles
per: Meng Duan, et al.
Publicat: (2024-05-01)

Diels-Alder reactivities of strained and unstrained cycloalkenes with normal and inverse-electron-demand dienes: activation barriers and distortion/interaction analysis.
per: Liu, F, et al.
Publicat: (2013)

Reactivity of Vinyl Epoxides/Oxetanes/Cyclopropanes toward Arynes: Access to Functionalized Phenanthrenes
per: Jiupeng Liu, et al.
Publicat: (2021-12-01)

Lithium/Element Exchange as an Efficient Tool for Accessing Atropo-enriched Biaryls via Arynes
per: Armen Panossian, et al.
Publicat: (2016-02-01)

Silylaryl triflates in the formation of arynes with application in the preparation of N,N-diarylamino acid derivatives
per: Danilo Y. Albuquerque, et al.
Publicat: (2012-06-01)

Diels–Alder cycloadditions of N-arylpyrroles via aryne intermediates using diaryliodonium salts
per: Huangguan Chen, et al.
Publicat: (2018-02-01)

Synthesis of Oxygen Heterocycles via Aromatic C-O Bond Formation Using Arynes
per: Hideto Miyabe
Publicat: (2015-07-01)

Synthesis of Oxygenated ortho-Methylbenzaldehydes via Aryne [2+2] Cycloaddition and Benzocyclobutenol Ring Opening
per: Mark M. Maturi, et al.
Publicat: (2018-12-01)

Nucleophilic substitution/
per: 235144 Barlin, G. B.
Publicat: (1975)

Distortion/interaction analysis of the reactivities and selectivities of halo– and methoxy–substituted carbenes with alkenes
per: C. Avery Sader, et al.
Publicat: (2014-02-01)

Selective Halogen-Lithium Exchange of 1,2-Dihaloarenes for Successive [2+4] Cycloadditions of Arynes and Isobenzofurans
per: Shohei Eda, et al.
Publicat: (2015-10-01)

Selective Synthesis of 3‑(1H‑Tetrazol-5-yl)-indoles from 2H‑Azirines and Arynes
per: Carla Grosso, et al.
Publicat: (2024-06-01)

Nucleophilic Isocyanation
per: Taiga Yurino, et al.
Publicat: (2020-03-01)

Clarification of the stereochemical course of nucleophilic substitution of arylsulfonate-based nucleophile assisting leaving groups.
per: Braddock, D, et al.
Publicat: (2009)

Nucleophilic aliphatic substitution/
per: 224038 Stevens, I. D. R.
Publicat: (1972)

Nucleophilic aliphatic substitution/
per: 224038 Stevens, I. D. R.
Publicat: (1973)

Asymmetric electrophilic fluorocyclization with carbon nucleophiles.
per: Wolstenhulme, JR, et al.
Publicat: (2013)

Asymmetric nucleophilic fluorination under hydrogen bonding phase-transfer catalysis
per: Pupo, G, et al.
Publicat: (2018)

An Alternative Method for Generating Arynes from ortho-Silylaryl Triflates: Activation by Cesium Carbonate in the Presence of a Crown Ether
per: Suguru Yoshida, et al.
Publicat: (2015-06-01)

Activation of Electrophile/Nucleophile Pair by a Nucleophilic and Electrophilic Solvation in a SNAr Reaction
per: Bruno Sánchez, et al.
Publicat: (2018-10-01)

A nucleophilic gold complex
per: Hicks, J, et al.
Publicat: (2019)

Computational studies on site-selective C-H oxidation
per: Paton, R, et al.
Publicat: (2010)