Synthesis of Pyrido[2, 3‐a]phenoxazines and Pyrido[2, 3‐a]phenothiazines via Successive SNAr Processes

Synthesis of Pyrido[2, 3‐a]phenoxazines and Pyrido[2, 3‐a]phenothiazines via Successive SNAr Processes Full article

Journal

ChemistrySelect
ISSN: 2365-6549

Output data

Year: 2018, Volume: 3, Number: 4, Pages: 1230-1233 Pages count : 4 DOI: 10.1002/slct.201702806

Authors

Starosotnikov Alexey M. ¹ , Nikol'skiy Vladislav V. ^1,2 , Bastrakov Maxim A. ¹ , Kachala Vadim V. ¹ , Pavlov Alexander A. ³ , Ugrak Bogdan I. ¹ , Shevelev Svyatoslav A. ¹

Affiliations

1	N.D. Zelinsky Institute of Organic Chemistry RAS, Leninsky prosp. 47, Moscow, 119991 Russia
2	Chemistry Department, M.V. Lomonosov Moscow State University, Leninskie gory 1, bdg 3, Moscow, 119991 Russia
3	A.N. Nesmeyanov Institute of Organoelement Compounds RAS, Vavilova str. 28, Moscow, 119991 Russia

An efficient method was developed for the synthesis of novel pyrido[2, 3-a]phenoxazines and phenothiazines. The base-promoted reaction of 8-chloro-5,7-dinitroquinoline with binucleophiles (o-aminophenols and o-aminothiophenols) results in substitution of the chlorine atom followed by replacement of the nitro group. In case of aminothiophenols the products of in situ Smiles rearrangement were isolated.

Starosotnikov A.M. , Nikol'skiy V.V. , Bastrakov M.A. , Kachala V.V. , Pavlov A.A. , Ugrak B.I. , Shevelev S.A.
Synthesis of Pyrido[2, 3‐a]phenoxazines and Pyrido[2, 3‐a]phenothiazines via Successive SNAr Processes
ChemistrySelect. 2018. V.3. N4. P.1230-1233. DOI: 10.1002/slct.201702806 WOS Scopus OpenAlex

Web of science:	WOS:000423764200035
Scopus:	2-s2.0-85045767555
OpenAlex:	W2790756903

DB	Citing
OpenAlex	5
Scopus	7
Web of science	7