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
Open AccessCommunication

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
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.

Show more citation formats Show less citations formats
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