An Expeditious Concise Synthesis of Benzo[b]pyrano[2,3-d]oxepines and Dibenzo[b,d]oxepines

Abstract

An Expeditious Concise Synthesis of Benzo[b]pyrano[2,3-d]oxepines and Dibenzo[b,d]oxepines S y n t h e s i s o f B e n z o [ b ] p y r a n o [ 2 , 3d ] o x e p i n e s a n d D i b e n z o [ b , d ] o x e p i n e s

2‐Fluoro‐5‐nitrophenyldiazonium: A Novel Sanger‐Type Reagent for the Versatile Functionalization of Alcohols

“…As a result, the overall strategy gives facile access to the diverse dibenzoxepanes requiring only 2 to 3 reaction steps, which is an ideal starting point for the elucidation of structure–activity relationships. Known applications of dibenzoxepanes comprise different fields of medicinal chemistry, [22a,b,c] natural product synthesis, [22d,e] and mechanistic studies, [22f,g] whereas the reported synthetic studies further underline the general interest in this compound class [22h,i] . This is also the case for the spirocyclic compound 11 l , which constitutes the key structural element of several natural products of the kadsuralignan and interiorin type, which are known for their antioxidant and anti‐HIV properties [23]…”

2,9,10-Trimethoxydibenzo[b,d]oxepin-7(6H)-one

“…For general background to the synthesis and properties of the title compound, see: Suau et al (1996); Tandon et al (2009). For the biological activity of methoxydibenzooxepin-one derivatives, see: Yoshioka et al (1978).…”

“…The methoxydibenzooxepin-one derivatives have important antiviral activity and cause attention to new synthetic methods and investigation of similar compounds (Yoshioka et al, 1978). Many methoxydibenzooxepin-one derivatives directly prepared from methoxy 2-(biphenyl-2-yloxy) acetyl chloride (Suau et al, 1996;Tandon et al, 2009). The 2,9,10-trimethoxydibenzo [b,d]oxepin-7(6H)-one, (Fig.…”

Synthesis, photophysical and anticancer study of D-ring extended estrone analogues

“…Results showed that in these reactions, the yield of product 8 was not uniform. We further explored the reaction of estrone (6) with tricyclic lactones (10) under the above reaction conditions which yielded tricyclic helical ring extended estrone analogues (12) instead of anticipated product (11) as shown in Scheme 2. 55 The unique photophysical, chemical and electronic properties of helical molecules 13 inspired us to examine the synthetic utility of this estrone ring transformation protocol for the synthesis of 5 helical steroids, which are hither to unreported.…”