Next Article in Journal / Special Issue
5-Methyl-3,8-di-(2-amino-4-bromophenyl)-4,9-dioxa-1,2,6,7-tetraaza-5λ5-phosphaspiro[4.4]nona-2,7-diene
Previous Article in Journal / Special Issue
5-Amino-3-methyl-1,2,4-thiadiazole
Communication

Straightforward Synthesis of N-Methyl-4-(pin)B-2(3H)-benzothiazol-2-one: A Promising Cross-Coupling Reagent

Department of Chemistry, School of Science and Technology, Kwansei Gakuin University, 2-1 Gakuen, Sanda, Hyogo 669-1337, Japan
*
Author to whom correspondence should be addressed.
Molbank 2018, 2018(1), M976; https://doi.org/10.3390/M976
Received: 28 December 2017 / Revised: 16 January 2018 / Accepted: 18 January 2018 / Published: 23 January 2018
(This article belongs to the Special Issue Heterocycles)
Cyclo-condensation of N-methyl-2-bromoaniline with chlorocarbonylsulfenyl chloride (CCSC) promoted by PhNMe2 and AlCl3, afforded N-methyl-2-bromo-2(3H)-benzothiazol-2-one in good yield. Miyaura–Ishiyama cross-coupling of this brominated 2(3H)-benzothiazol-2-one with bis(pinacolato)diborone [(pin)2B2] produced a novel N-methyl-4-(pin)B-2(3H)-benzothiazol-2-one (3) using (pin)2B2 in the presence of the PdCl2(PPh3)2 catalyst. The obtained 4-(pin)B compound is regarded as a new entry for the library of Suzuki–Miyaura cross-coupling reactions. View Full-Text
Keywords: heterocycles; benzothiazol-2-ones; cyclo-condensation; chlorocarbonylsulfenyl chloride; S,N-containing heterocycles; 4-substituted N-methyl-2-bromo-2(3H)-benzothiazol-2-ones; cross-coupling reagent; Suzuki–Miyaura cross-coupling; Miyaura–Ishiyama cross-coupling heterocycles; benzothiazol-2-ones; cyclo-condensation; chlorocarbonylsulfenyl chloride; S,N-containing heterocycles; 4-substituted N-methyl-2-bromo-2(3H)-benzothiazol-2-ones; cross-coupling reagent; Suzuki–Miyaura cross-coupling; Miyaura–Ishiyama cross-coupling
Show Figures

Graphical abstract

MDPI and ACS Style

Izawa, S.; Nakatsuji, H.; Tanabe, Y. Straightforward Synthesis of N-Methyl-4-(pin)B-2(3H)-benzothiazol-2-one: A Promising Cross-Coupling Reagent. Molbank 2018, 2018, M976. https://doi.org/10.3390/M976

AMA Style

Izawa S, Nakatsuji H, Tanabe Y. Straightforward Synthesis of N-Methyl-4-(pin)B-2(3H)-benzothiazol-2-one: A Promising Cross-Coupling Reagent. Molbank. 2018; 2018(1):M976. https://doi.org/10.3390/M976

Chicago/Turabian Style

Izawa, Shotaro; Nakatsuji, Hidefumi; Tanabe, Yoo. 2018. "Straightforward Synthesis of N-Methyl-4-(pin)B-2(3H)-benzothiazol-2-one: A Promising Cross-Coupling Reagent" Molbank 2018, no. 1: M976. https://doi.org/10.3390/M976

Find Other Styles
Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Article Access Map by Country/Region

1
Search more from Scilit
 
Search
Back to TopTop