166450-64-2Relevant academic research and scientific papers
Ring expansion of 2-chloromethylbenzothiazole: Synthesis of heteroarylalkylidene 1,4-benzothiazines
Florio, Saverio,Troisi, Luigino,Capriati, Vito
, p. 1913 - 1916 (1995)
the title heteroarylalkylidene dihydro-1,4-ben/othiazines 7 have been prepared from heteroarylalkyllithiums 4 and 2-chloromethylbenzothiazole 1.
PdII-Catalyzed methoxylation of C(sp3)-H bonds adjacent to benzoxazoles and benzothiazoles
Kumar, Jogendra,Gupta, Aniket,Bhadra, Sukalyan
supporting information, p. 3314 - 3318 (2019/04/01)
The Pd(OAc)2/PhI(OAc)2 catalyst system promotes the highly regioselective dehydrogenative methoxylation of a C(sp3)-H bond adjacent to benzoxazole and benzothiazole rings. The title transformation constitutes the first example of a Pd-catalyzed C(sp3)-H activating methoxylation at the proximal-selective α-position with regard to a directing auxiliary and provides expedient access to an important class of azole-decorated methyl ethers (up to 90% isolated yield). The synthetic practicality of the methodology was demonstrated by achieving α-methoxyacetic acids via the elimination of the benzoxazole auxiliaries and by obtaining the precursor of an O-methylated Breslow intermediate.
On the reaction of chloroalkylbenzothiazoles with alkaloides
Florio, Saverio,Capriati, Vito,Colli, Gennara
, p. 5839 - 5846 (2007/10/03)
2-chloroalkylbenzothiazoles 1a-c react with alkoxides to give substitution and ring-expanded products 3 and 4. The substitution ring-enlargement competition much depends upon the solvent, the substitution reaction being preferred in alcohols and the ring-enlargement in DMF.
