Organic & Biomolecular Chemistry, Journal Year: 2022, Volume and Issue: 20(6), P. 1236 - 1242
Published: Jan. 1, 2022
An iodine-catalyzed methyl azaarene sp 3 C–H functionalization has been developed for the synthesis of pyrazolooxepinopyrazolones. This method wide range substrates, low catalyst loading, good functional group tolerance and metal-free conditions.
Language: Английский
Organic Chemistry Frontiers, Journal Year: 2018, Volume and Issue: 5(23), P. 3382 - 3390
Published: Jan. 1, 2018
An
efficient
protocol
for
the
synthesis
of
hydroxyl-containing
quinoxalin-2(1
Language: Английский
Citations
111
Organic Letters, Journal Year: 2017, Volume and Issue: 20(1), P. 138 - 141
Published: Dec. 14, 2017
Carbocation-initiated cascade [1,5]-hydride transfer/cyclization and dimerization reactions were developed to synthesize dihydrodibenzo[b,e]azepine octahydrodipyrroloquinoline derivatives in high yields. These redox-neutral C(sp3)-H functionalization-involving feature transition-metal-free, atom- step-economy, environmental friendliness with water as the sole byproduct.
Language: Английский
Citations
106
Chemical Communications, Journal Year: 2018, Volume and Issue: 54(98), P. 13833 - 13836
Published: Jan. 1, 2018
A novel hydride transfer initiated ring expansion of 4-pyrrolidinyl isatins to synthesize tetrahydro-1-benzazepines has been developed. This methodology represents an atom- and step-economical protocol assemble seven-membered polycyclic amines from pyrrolidine derivatives in one step.
Language: Английский
Citations
60
Chemistry - A European Journal, Journal Year: 2020, Volume and Issue: 27(1), P. 106 - 120
Published: June 3, 2020
Abstract The direct, catalytic dehydrative substitution of alcohols is a challenging, yet highly desirable process in the development more sustainable approaches to organic chemistry. This review outlines recent advances Brønsted acid‐catalysed reactions for C−C, C−O, C−N and C−S bond formation. wide range processes that are now accessible using simple as formal electrophile highlighted, while current limitations therefore possible future directions research also discussed.
Language: Английский
Citations
60
Organic Chemistry Frontiers, Journal Year: 2018, Volume and Issue: 5(22), P. 3250 - 3255
Published: Jan. 1, 2018
Here
we
report
the
first
base-metal
catalyzed
dehydrogenative
coupling
of
primary
(aromatic,
heteroaromatic,
and
aliphatic)
secondary
alcohols
with
methyl-
Language: Английский
Citations
49
Organic & Biomolecular Chemistry, Journal Year: 2020, Volume and Issue: 18(4), P. 606 - 617
Published: Jan. 1, 2020
In this mini-review, we attempt to highlight gaps in existing techniques for sp3 C–H activation adjacent heterocycles.
Language: Английский
Citations
48
Asian Journal of Organic Chemistry, Journal Year: 2018, Volume and Issue: 7(10), P. 1957 - 1981
Published: July 25, 2018
Abstract In recent years, the field of organocatalysis has extensively explored use carbenium ions for practical C−C bond forming reactions. order to control formation new stereocenters, generation was investigated by exploring asymmetric Brønsted acid catalysis. Oxocarbenium ions, iminium and other stabilized heteroatoms could also be generated catalysis, through departure suitable leaving groups. The aforementioned reactivity recently been exploited leading remarkable achievements. application chiral acids in heteroatom investigated, with demonstration important results. Although diverse architectural arrays catalysts were conceived, BINOL‐derived phosphoric have played a dominant role this area research. Their low pK values combined possibility alter their architecture, ability assemble ordered transition states different S N 1‐type reactions allowing variety products high enantiomeric excesses. addition, highly counter anions allowed exploitation counterion catalysis various nucleophiles.
Language: Английский
Citations
43
The Journal of Organic Chemistry, Journal Year: 2019, Volume and Issue: 84(20), P. 12946 - 12959
Published: Aug. 7, 2019
We report a base-promoted metal-free approach for the synthesis of thieno[2,3-b]indole derivatives. This method combined four C–H σ-bond cleavage reactions two different kinds bonds and C–S formation processes. A series thieno[2,3-b]indoles were obtained starting from 3-benzylindole derivatives with good yields high regioselectivity, elemental sulfur serving as cheap readily available source. Good efficiency could be maintained even when reaction was performed on gram scale. plausible mechanism proposed basis mechanistic studies.
Language: Английский
Citations
32
Organic Letters, Journal Year: 2018, Volume and Issue: 20(19), P. 6069 - 6073
Published: Sept. 13, 2018
The organocatalytic dearomative [4 + 2] cycloadditions of biomass-derived 2,5-dimethylfuran with ortho-quinone methides were developed, affording two diffferent types multisubstituted chromanes in high yields and excellent diastereoselectivities. controllable synthesis these could be achieved by succinctly varying the reaction conditions.
Language: Английский
Citations
32
Advanced Synthesis & Catalysis, Journal Year: 2018, Volume and Issue: 360(24), P. 4726 - 4730
Published: Oct. 9, 2018
Abstract A three‐component cyclization of 2‐methylquinolines, trimethylsilyl cyanide, and alkylamines or α‐amino acids mediated by CuSO 4 was developed. By employing oxygen as the clean oxidant, cyanated imidazo[1,5‐a]quinolines were constructed with high efficiency for first time. The loading could be lowered to 20 mol% a slightly diminished yield. synthetic utility this method is further highlighted gram‐scale synthesis tolerance sensitive functional group. magnified image
Language: Английский
Citations
29