Pd-Catalyzed Cross-Coupling Reaction of Sterically Hindered Vinyl Iodides and Organozinc Reagents. Synthesis of Vitamin D Analogues with an Aromatic Ring Attached at C-17

2002 ◽  
Vol 67 (11) ◽  
pp. 1658-1668 ◽  
Author(s):  
Agnieszka Przezdziecka ◽  
Alicja Kurek-Tyrlik ◽  
Jerzy Wicha
Keyword(s):  
Vitamin D ◽  
Butyl Ester ◽  
Acid Methyl Ester ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Building Blocks ◽  
Vitamin D Analogues ◽  
Aryl Bromides ◽  
Palladium Catalyzed ◽  
Organozinc Reagents

Palladium-catalyzed coupling of steroid 17-iodo-6β-methoxy-3α,5-cyclo-5α-androst-16-ene (4) 17-iodoandrosta-5,16-dien-3β-ol (5), and structurally similar (3aS,7R,7aR)-benzenesulfonyl-3-iodo-3a-methyl-3a,4,5,6,7,7a-hexahydro-1H-indene (6) with various arylzinc chlorides, which were generated from aryl bromides 8 [1-bromomethylbenzene (8a), O-(triethylsilyl-2-bromophenyl)propan-2-ol (8b), 2-(4-bromophenyl)propan-2-ol (8c), 4-bromobenzonitrile (8d), 4-bromobenzoic acid methyl ester (8e), 4-bromobenzoic acid tert-butyl ester (8f) and 3-bromopyridine (8g)] via aryllihium derivatives (the Negishi coupling) was examined. The respective cross-coupling products were obtained in good yields for all aryl bromides except of 8c and 8e. Building blocks for synthesis of certain vitamin D analogues have been prepared.

scholarly journals Fluorinated Iron(ii) clathrochelate units in metalorganic based copolymers: improved porosity, iodine uptake, and dye adsorption properties

RSC Advances ◽  
2021 ◽  
Vol 11 (25) ◽  
pp. 14986-14995
Author(s):  
Suchetha Shetty ◽  
Noorullah Baig ◽  
Atikur Hassan ◽  
Saleh Al-Mousawi ◽  
Neeladri Das ◽  
...  
Keyword(s):  
Dye Adsorption ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Building Blocks ◽  
Adsorption Properties ◽  
Iodine Uptake ◽  
Cross Coupling Reaction ◽  
Palladium Catalyzed

We report the synthesis of metalorganic copolymers made from the palladium catalyzed Sonogashira cross-coupling reaction between various iron(ii) clathrochelate building blocks with diethynyl–triptycene and fluorene derivatives.

Palladium-Catalyzed Cross-Coupling Reaction of Aryltriethoxysilanes with Aryl Bromides under Basic Aqueous Conditions

Synthesis ◽  
2001 ◽  
Vol 2001 (15) ◽  
pp. 2231-2233 ◽  
Author(s):  
Miki Murata ◽  
Ryuta Shimazaki ◽  
Shinji Watanabe ◽  
Yuzuru Masuda
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Aryl Bromides ◽  
Cross Coupling Reaction ◽  
Palladium Catalyzed ◽  
Aqueous Conditions

Palladium-catalyzed cross-coupling reaction: Direct allylation of aryl bromides with allyl acetate

1985 ◽  
Vol 26 (52) ◽  
pp. 6457-6460 ◽  
Author(s):  
Yuusaku Yokoyama ◽  
Sadao Ito ◽  
Yumi Takahashi ◽  
Yasuoki Murakami
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Allyl Acetate ◽  
Aryl Bromides ◽  
Cross Coupling Reaction ◽  
Palladium Catalyzed
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